Mohammad Al-Masum - Academia.edu (original) (raw)

Papers by Mohammad Al-Masum

Research paper thumbnail of Pd-Catalyzed Unprecedented Cross-Coupling of Mixed Phenols and Halides for the Synthesis of Aromatic Ethers

International Journal of Organic Chemistry, 2022

Research paper thumbnail of ChemInform Abstract: Remarkable Regioselectivity in Microwave-Enhanced Palladium-Catalyzed Allylation Reaction Involving Allyltrifluoroborates and Aryl Halides

ChemInform, Dec 22, 2009

ABSTRACT An unprecedented cross-coupling reaction of potassium allyltrifluoroborates and aryl hal... more ABSTRACT An unprecedented cross-coupling reaction of potassium allyltrifluoroborates and aryl halides to the corresponding trans-β-methylstyrenes in the presence of PdCl2(dtbpf) catalyst under microwave heating was developed.

Research paper thumbnail of WITHDRAWN: An efficient method of synthesizing oxazolidine using activated bismuth nitrate catalyst

Tetrahedron Letters, Aug 1, 2008

Research paper thumbnail of ChemInform Abstract: Palladium Catalyzed Hydroamination of Conjugated Enynes

ChemInform, Jun 22, 2010

ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was e... more ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

Research paper thumbnail of An Efficient Reaction Process for the Synthesis of Oxazinanes, and Oxazolidines in the Presence of Air

International Journal of Organic Chemistry, 2012

After purging air through the mixture of aldehydes and amino alcohols and microwaved the reaction... more After purging air through the mixture of aldehydes and amino alcohols and microwaved the reaction mixture at 50˚C for minutes gave the corresponding oxazinanes, and oxazolidines in excellent yields.

Research paper thumbnail of A New Synthetic Route to <i>P</i>-Chiral Phosphine-Boranes of High Enantiopurity via Stereocontrolled Pd(0)−Cu(I) Cocatalyzed Aromatic Phosphorylation

Journal of Organic Chemistry, Jun 24, 2000

Research paper thumbnail of Microwave Irradiated Cross Coupling of Carboxylic Acids and Crotyl Bromides: Efficient Application to Make Arachidonic Acid Esters

International Journal of Organic Chemistry, 2018

A microwave irradiated palladium-catalyzed reaction of carboxylic acids and crotyl type bromides ... more A microwave irradiated palladium-catalyzed reaction of carboxylic acids and crotyl type bromides creates series of esters in good to high yields. This facile ester synthesis then is applied to make esters from arachidonic acid, salicylic acid, folic acid, and aspirin efficiently.

Research paper thumbnail of Introducing efficient palladium catalyzed cross coupling reaction of tertiary alcohols and aroyl chlorides for the synthesis of highly substituted esters

Tetrahedron Letters, Aug 1, 2019

Esters are chemical compounds with many practical uses. The common type of esterification is call... more Esters are chemical compounds with many practical uses. The common type of esterification is called the Fischer esterification. Another one is by the action of acid chlorides on alcohols but not with tertiary alcohols. The stable carbenium ions formed from tertiary alcohols favor elimination and the byproduct, hydrogen chloride prevents ester formation. In this new report, palladium inserted ArCOPdCl species reacts with tertiary alcohols and cross-coupling under microwave heating, minimizes the formation of probable carbenium ion, and promotes successful production of highly substituted esters in good to high yields.

Research paper thumbnail of Microwave enhanced cross-coupling reactions involving alkenyl- and alkynyltrifluoroborates

Tetrahedron Letters, Feb 1, 2006

Polyphenylalkene derivatives Q 0740 Microwave-Enhanced Cross-Coupling Reactions Involving Alkenyl... more Polyphenylalkene derivatives Q 0740 Microwave-Enhanced Cross-Coupling Reactions Involving Alkenyl-and Alkynyltrifluoroborates.-Optimal microwave-assisted reaction conditions are presented for Pd-catalyzed cross-coupling with a variety of aryl iodides.-(KABALKA*, G. W.;

Research paper thumbnail of Microwave-enhanced cross-coupling of allyl chlorides with vinyltrifluoroborates

Tetrahedron Letters, Oct 1, 2006

The allylation of potassium alkenyltrifluoroborates with allyl chloride via a palladium catalyzed... more The allylation of potassium alkenyltrifluoroborates with allyl chloride via a palladium catalyzed cross-coupling reaction occurs rapidly under microwave irradiation. The allylation reaction produces 1,4-pentadienes in high yields.

Research paper thumbnail of Palladium catalysed addition–substitution reaction of pronucleophiles with allenylstannanes and prop-2-ynylstannanes

Chemical Communications, 1996

The palladium catalysed reactions of pronucleophiles 1 with allenylstannanes 2 or prop-2-ynylstan... more The palladium catalysed reactions of pronucleophiles 1 with allenylstannanes 2 or prop-2-ynylstannanes 3 give the corresponding addition–substitution products 4 in reasonable to high yields; this double alkylation reaction most probably proceeds through an ...

Research paper thumbnail of Palladium-catalyzed direct cross-coupling of potassium styryltrifluoroborates and benzoyl chlorides—a one step method for chalcone synthesis

Tetrahedron Letters, Mar 1, 2011

A direct cross-coupling reaction of benzoyl chlorides and potassium styryltrifluoroborates to the... more A direct cross-coupling reaction of benzoyl chlorides and potassium styryltrifluoroborates to the corresponding a,b-unsaturated aromatic ketones in the presence of PdCl 2 (d t bpf) catalyst under microwave heating is developed.

Research paper thumbnail of Palladium catalyzed hydrosulfination of allenes with tosylhydrazine leading to allylsulfones

Tetrahedron Letters, Feb 1, 1998

The palladium catalyzed reaction ofallenes 1 with tosylhydrazinein the presenceof 1 equiv AcOH an... more The palladium catalyzed reaction ofallenes 1 with tosylhydrazinein the presenceof 1 equiv AcOH and 10 mol% dppf gave the corresoondin~ allylsufones 2 in moderate to good yields.

Research paper thumbnail of Catalyst free, base free microwave irradiated synthesis of aryl nitrites from potassium aryltrifluoroborates and bismuth nitrate

Tetrahedron Letters, Mar 1, 2014

A mixture of bismuth nitrate pentahydrate and potassium aryltrifluoroborate in toluene under micr... more A mixture of bismuth nitrate pentahydrate and potassium aryltrifluoroborate in toluene under microwave heating at 120 °C for 20 min provides an interesting and mild reaction protocol for the synthesis of aryl nitrite. The conversion to aryl nitrites from aryltrifluoroborates without transition metal catalyst and base in high yields is remarkable.

Research paper thumbnail of Remarkable regioselectivity in microwave-enhanced palladium-catalyzed allylation reaction involving allyltrifluoroborates and aryl halides

Tetrahedron Letters, Sep 1, 2009

... a Tennessee State University, Department of Chemistry, 3500 John A Merritt Blvd, Boswell 201,... more ... a Tennessee State University, Department of Chemistry, 3500 John A Merritt Blvd, Boswell 201, Nashville, TN 37209, USA. Received 12 May 2009; revised 18 June 2009; accepted 29 June 2009. Available online 4 July 2009. Abstract. ...

Research paper thumbnail of Palladium catalysed γ-addition of pronucleophiles to allenyl sulfieds

Chemical Communications, 1996

We previously reported that pronucleophiles 1 (H-Nu) add to the carbonxarbon double bond of allen... more We previously reported that pronucleophiles 1 (H-Nu) add to the carbonxarbon double bond of allenes in the presence of a palladium catalyst to give the corresponding alkenes in good to high yields (hydrocarbonation reaction). 1 The regiochemistry of the addition depends ...

Research paper thumbnail of Palladium catalyzed hydroamination of conjugated enynes

Tetrahedron Letters, Feb 1, 1998

The [(~3-C3Hs)PdCI]2-dppf-AcOH catalytic system effected the hydroamination of conjugated enynes ... more The [(~3-C3Hs)PdCI]2-dppf-AcOH catalytic system effected the hydroamination of conjugated enynes I leading to the formation of (E)-isomer of alkenic 1,4-diamines in stereoselective fashion.

Research paper thumbnail of ChemInform Abstract: Palladium-Catalyzed Addition-Substitution Reaction of Pronucleophiles with Allenylstannanes and Prop-2-ynylstannanes

ChemInform, Aug 5, 2010

ABSTRACT ChemInform is a weekly Abstracting Service, delivering concise information at a glance t... more ABSTRACT ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

Research paper thumbnail of ChemInform Abstract: Pd(0)-Cu(I) Cocatalyzed Coupling of Methylphenylphosphine-Borane with Aryl Halides and Aryl Nonaflates

Research paper thumbnail of ChemInform Abstract: Palladium Catalyzed γ-Addition of Pronucleophiles to Allenyl Sulfides

ChemInform, Aug 5, 2010

Palladium Catalyzed γ-Addition of Pronucleophiles to Allenyl Sulfides.-The addition of pronucleop... more Palladium Catalyzed γ-Addition of Pronucleophiles to Allenyl Sulfides.-The addition of pronucleophiles (II) and (IV) to sulfur-substituted allenes such as (I) or (VI) leads to the γ-addition products (III), (V), and (VII) with high regioselectivity and predominant (E)-selectivity. These results are in contrast to the addition behavior of oxygen-substituted allenes which form mainly α-addition products. This might be due to the strong electrophilic character of the α-carbon in alkoxy-or aryloxyallenes.

Research paper thumbnail of Pd-Catalyzed Unprecedented Cross-Coupling of Mixed Phenols and Halides for the Synthesis of Aromatic Ethers

International Journal of Organic Chemistry, 2022

Research paper thumbnail of ChemInform Abstract: Remarkable Regioselectivity in Microwave-Enhanced Palladium-Catalyzed Allylation Reaction Involving Allyltrifluoroborates and Aryl Halides

ChemInform, Dec 22, 2009

ABSTRACT An unprecedented cross-coupling reaction of potassium allyltrifluoroborates and aryl hal... more ABSTRACT An unprecedented cross-coupling reaction of potassium allyltrifluoroborates and aryl halides to the corresponding trans-β-methylstyrenes in the presence of PdCl2(dtbpf) catalyst under microwave heating was developed.

Research paper thumbnail of WITHDRAWN: An efficient method of synthesizing oxazolidine using activated bismuth nitrate catalyst

Tetrahedron Letters, Aug 1, 2008

Research paper thumbnail of ChemInform Abstract: Palladium Catalyzed Hydroamination of Conjugated Enynes

ChemInform, Jun 22, 2010

ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was e... more ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

Research paper thumbnail of An Efficient Reaction Process for the Synthesis of Oxazinanes, and Oxazolidines in the Presence of Air

International Journal of Organic Chemistry, 2012

After purging air through the mixture of aldehydes and amino alcohols and microwaved the reaction... more After purging air through the mixture of aldehydes and amino alcohols and microwaved the reaction mixture at 50˚C for minutes gave the corresponding oxazinanes, and oxazolidines in excellent yields.

Research paper thumbnail of A New Synthetic Route to <i>P</i>-Chiral Phosphine-Boranes of High Enantiopurity via Stereocontrolled Pd(0)−Cu(I) Cocatalyzed Aromatic Phosphorylation

Journal of Organic Chemistry, Jun 24, 2000

Research paper thumbnail of Microwave Irradiated Cross Coupling of Carboxylic Acids and Crotyl Bromides: Efficient Application to Make Arachidonic Acid Esters

International Journal of Organic Chemistry, 2018

A microwave irradiated palladium-catalyzed reaction of carboxylic acids and crotyl type bromides ... more A microwave irradiated palladium-catalyzed reaction of carboxylic acids and crotyl type bromides creates series of esters in good to high yields. This facile ester synthesis then is applied to make esters from arachidonic acid, salicylic acid, folic acid, and aspirin efficiently.

Research paper thumbnail of Introducing efficient palladium catalyzed cross coupling reaction of tertiary alcohols and aroyl chlorides for the synthesis of highly substituted esters

Tetrahedron Letters, Aug 1, 2019

Esters are chemical compounds with many practical uses. The common type of esterification is call... more Esters are chemical compounds with many practical uses. The common type of esterification is called the Fischer esterification. Another one is by the action of acid chlorides on alcohols but not with tertiary alcohols. The stable carbenium ions formed from tertiary alcohols favor elimination and the byproduct, hydrogen chloride prevents ester formation. In this new report, palladium inserted ArCOPdCl species reacts with tertiary alcohols and cross-coupling under microwave heating, minimizes the formation of probable carbenium ion, and promotes successful production of highly substituted esters in good to high yields.

Research paper thumbnail of Microwave enhanced cross-coupling reactions involving alkenyl- and alkynyltrifluoroborates

Tetrahedron Letters, Feb 1, 2006

Polyphenylalkene derivatives Q 0740 Microwave-Enhanced Cross-Coupling Reactions Involving Alkenyl... more Polyphenylalkene derivatives Q 0740 Microwave-Enhanced Cross-Coupling Reactions Involving Alkenyl-and Alkynyltrifluoroborates.-Optimal microwave-assisted reaction conditions are presented for Pd-catalyzed cross-coupling with a variety of aryl iodides.-(KABALKA*, G. W.;

Research paper thumbnail of Microwave-enhanced cross-coupling of allyl chlorides with vinyltrifluoroborates

Tetrahedron Letters, Oct 1, 2006

The allylation of potassium alkenyltrifluoroborates with allyl chloride via a palladium catalyzed... more The allylation of potassium alkenyltrifluoroborates with allyl chloride via a palladium catalyzed cross-coupling reaction occurs rapidly under microwave irradiation. The allylation reaction produces 1,4-pentadienes in high yields.

Research paper thumbnail of Palladium catalysed addition–substitution reaction of pronucleophiles with allenylstannanes and prop-2-ynylstannanes

Chemical Communications, 1996

The palladium catalysed reactions of pronucleophiles 1 with allenylstannanes 2 or prop-2-ynylstan... more The palladium catalysed reactions of pronucleophiles 1 with allenylstannanes 2 or prop-2-ynylstannanes 3 give the corresponding addition–substitution products 4 in reasonable to high yields; this double alkylation reaction most probably proceeds through an ...

Research paper thumbnail of Palladium-catalyzed direct cross-coupling of potassium styryltrifluoroborates and benzoyl chlorides—a one step method for chalcone synthesis

Tetrahedron Letters, Mar 1, 2011

A direct cross-coupling reaction of benzoyl chlorides and potassium styryltrifluoroborates to the... more A direct cross-coupling reaction of benzoyl chlorides and potassium styryltrifluoroborates to the corresponding a,b-unsaturated aromatic ketones in the presence of PdCl 2 (d t bpf) catalyst under microwave heating is developed.

Research paper thumbnail of Palladium catalyzed hydrosulfination of allenes with tosylhydrazine leading to allylsulfones

Tetrahedron Letters, Feb 1, 1998

The palladium catalyzed reaction ofallenes 1 with tosylhydrazinein the presenceof 1 equiv AcOH an... more The palladium catalyzed reaction ofallenes 1 with tosylhydrazinein the presenceof 1 equiv AcOH and 10 mol% dppf gave the corresoondin~ allylsufones 2 in moderate to good yields.

Research paper thumbnail of Catalyst free, base free microwave irradiated synthesis of aryl nitrites from potassium aryltrifluoroborates and bismuth nitrate

Tetrahedron Letters, Mar 1, 2014

A mixture of bismuth nitrate pentahydrate and potassium aryltrifluoroborate in toluene under micr... more A mixture of bismuth nitrate pentahydrate and potassium aryltrifluoroborate in toluene under microwave heating at 120 °C for 20 min provides an interesting and mild reaction protocol for the synthesis of aryl nitrite. The conversion to aryl nitrites from aryltrifluoroborates without transition metal catalyst and base in high yields is remarkable.

Research paper thumbnail of Remarkable regioselectivity in microwave-enhanced palladium-catalyzed allylation reaction involving allyltrifluoroborates and aryl halides

Tetrahedron Letters, Sep 1, 2009

... a Tennessee State University, Department of Chemistry, 3500 John A Merritt Blvd, Boswell 201,... more ... a Tennessee State University, Department of Chemistry, 3500 John A Merritt Blvd, Boswell 201, Nashville, TN 37209, USA. Received 12 May 2009; revised 18 June 2009; accepted 29 June 2009. Available online 4 July 2009. Abstract. ...

Research paper thumbnail of Palladium catalysed γ-addition of pronucleophiles to allenyl sulfieds

Chemical Communications, 1996

We previously reported that pronucleophiles 1 (H-Nu) add to the carbonxarbon double bond of allen... more We previously reported that pronucleophiles 1 (H-Nu) add to the carbonxarbon double bond of allenes in the presence of a palladium catalyst to give the corresponding alkenes in good to high yields (hydrocarbonation reaction). 1 The regiochemistry of the addition depends ...

Research paper thumbnail of Palladium catalyzed hydroamination of conjugated enynes

Tetrahedron Letters, Feb 1, 1998

The [(~3-C3Hs)PdCI]2-dppf-AcOH catalytic system effected the hydroamination of conjugated enynes ... more The [(~3-C3Hs)PdCI]2-dppf-AcOH catalytic system effected the hydroamination of conjugated enynes I leading to the formation of (E)-isomer of alkenic 1,4-diamines in stereoselective fashion.

Research paper thumbnail of ChemInform Abstract: Palladium-Catalyzed Addition-Substitution Reaction of Pronucleophiles with Allenylstannanes and Prop-2-ynylstannanes

ChemInform, Aug 5, 2010

ABSTRACT ChemInform is a weekly Abstracting Service, delivering concise information at a glance t... more ABSTRACT ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

Research paper thumbnail of ChemInform Abstract: Pd(0)-Cu(I) Cocatalyzed Coupling of Methylphenylphosphine-Borane with Aryl Halides and Aryl Nonaflates

Research paper thumbnail of ChemInform Abstract: Palladium Catalyzed γ-Addition of Pronucleophiles to Allenyl Sulfides

ChemInform, Aug 5, 2010

Palladium Catalyzed γ-Addition of Pronucleophiles to Allenyl Sulfides.-The addition of pronucleop... more Palladium Catalyzed γ-Addition of Pronucleophiles to Allenyl Sulfides.-The addition of pronucleophiles (II) and (IV) to sulfur-substituted allenes such as (I) or (VI) leads to the γ-addition products (III), (V), and (VII) with high regioselectivity and predominant (E)-selectivity. These results are in contrast to the addition behavior of oxygen-substituted allenes which form mainly α-addition products. This might be due to the strong electrophilic character of the α-carbon in alkoxy-or aryloxyallenes.