Shamrao disale - Academia.edu (original) (raw)
Papers by Shamrao disale
Bulletin of the Chemical Society of Japan, May 1, 2024
Letters in Organic Chemistry, 2019
An efficient synthesis of Hantzsch 1,4-dihydropyridines via a one-pot three-component reaction of... more An efficient synthesis of Hantzsch 1,4-dihydropyridines via a one-pot three-component reaction of ethyl acetoacetate, substituted aldehydes and ammonium acetate in the presence of ZnO@SnO2 mixed metal oxide nanoparticles under solvent-free conditions has been reported. Compare to the reported reactions, this method shows attractive aspects such as cleaner reaction profile, shorter reaction times, minimum catalyst loading and high yields. Isolated catalysts were reused for new reactions without considerable loss of their catalytic activity.
Letters in Organic Chemistry, 2019
An efficient synthesis of Hantzsch 1,4-dihydropyridines via a one-pot three-component reaction of... more An efficient synthesis of Hantzsch 1,4-dihydropyridines via a one-pot three-component reaction of ethyl acetoacetate, substituted aldehydes and ammonium acetate in the presence of ZnO@SnO2 mixed metal oxide nanoparticles under solvent-free conditions has been reported. Compare to the reported reactions, this method shows attractive aspects such as cleaner reaction profile, shorter reaction times, minimum catalyst loading and high yields. Isolated catalysts were reused for new reactions without considerable loss of their catalytic activity.
Frontiers in Chemistry, 2016
An efficient and expedient protocol for the synthesis of benzyl phosphonates using KI/K 2 CO 3 as... more An efficient and expedient protocol for the synthesis of benzyl phosphonates using KI/K 2 CO 3 as a catalytic system and PEG-400 as benign solvent has been developed. The reaction proceeds smoothly at room temperature achieving excellent selectivity and yield of the corresponding products. The combination of PEG-400, KI, and K 2 CO 3 in this reaction avoids the need of volatile/toxic organic solvents and reactive alkali metals or metal nanoparticles/hydrides. We believe that this benign combination (PEG-400 and KI) could be used for other related organic transformations.
Current Chemistry Letters, 2012
The conventional and microwave assisted multicomponent synthesis of disubstituted 1,2,3triazoles ... more The conventional and microwave assisted multicomponent synthesis of disubstituted 1,2,3triazoles from terminal alkynes and in situ generated organic azide using copper apatite catalyst in water is reported. The catalytic activity is intimately connected to the basicity of the catalyst. The best activities were observed with the copper hydroxyapatite. The catalyst could be used ten times without further treatment and activation under controlled microwave heating. The protocol was also applicable for various alkynes and halides which affords desired product in good to excellent yield.
Chemistry of Heterocyclic Compounds, 2020
Nortopsentin analogs as anticancer agents The synthesis of a series of 2,5-bis(3-indolyl)pyrroles... more Nortopsentin analogs as anticancer agents The synthesis of a series of 2,5-bis(3-indolyl)pyrroles was reported in 2013 by Carbone et al. 10 through a two-step procedure (Scheme 1). The preparation of 2,5-bis(3-indolyl)pyrroles 4 was initiated via Vilsmeier-Haack reaction of 1-methylindoles 1 with POCl 3 and N,N,N',N'-tetramethylsuccinamide (2) to afford 1,4-butanediones 3. The latter were converted into the corresponding 2,5-bis(3-indolyl)pyrroles 4 via refluxing with NH 4 OAc and Ac 2 O in AcOH. All of the tested compounds showed potent cytotoxic activity on 12 cancer cell lines with IC 50 values from 0.37 to 4.4 μg/ml. Two of the prepared compounds 4 (R = H, Me) exhibited concentration-dependent antitumor activity against 42 human tumor cell lines (IC 50 values 1.54 and 0.67 μM, respectively). Kumar et al. 11 reported a series of bis(3-indolyl)-1,3,4oxadiazoles as nortopsentin analogs. The condensation of indole-3-carboxaldehydes 5 and indole-3-carbohydrazides 6
Journal of Coordination Chemistry, 2019
Dibutyl phenyl phosphonate (DBPP) was synthesized by the reaction of phenyl phosphorochloridate w... more Dibutyl phenyl phosphonate (DBPP) was synthesized by the reaction of phenyl phosphorochloridate with 1-butanol in dichloromethane, in the presence of pyridine as a base. The product was characterized by 13 C and 31 P NMR, mass spectra and FT-IR spectroscopic techniques. The variation in density of 1.1 M solution of DBPP in xylene was estimated as a function of nitric acid concentration. The conditional acid uptake constant (K H) is a measure of basicity of the ligand. This parameter was evaluated for DBPP and is reported in this paper. Extraction of U(VI), Th(IV) and Am(III) by a 1.1 M solution of DBPP in xylene was studied as a function of nitric acid concentration at 298 K. The distribution ratios of the metal ions in the DBPP/xylene system were compared with that of the tri-n-butyl phosphate (TBP)/n-dodecane system. The stoichiometry of uranyl solvate was evaluated to be 1:2. The extraction studies of some fission products with 1.1 M DBPP/xylene were performed and the distribution ratios (D) were determined. As a final step, we have applied quantum chemical calculations to understand the electronic structure of DBPP and the respective uranium complex, [UO 2 (NO 3) 2 ]· 2DBPP. By applying the computationally accurate DLPNO-CCSD(T) methodology, we were able to derive the lowest-energy geometry for [UO 2 (NO 3) 2 ]·2DBPP, where both the nitrate groups are in trans-orientation. The Mulliken population and NBO analysis indicated that for both ligands (TBP and DBPP) the electronic charge is more polarized towards the oxygen atom of P ¼ O group. The net charge at P ¼ O group is positive with a large value estimated for TBP ligand.
Catalysis Science & Technology, 2012
Tetrahedron Letters, 2012
The choline based Zn containing deep eutectic mixture was applied as an efficient and eco-friendl... more The choline based Zn containing deep eutectic mixture was applied as an efficient and eco-friendly ionic liquid catalyst for the one pot three-component synthesis of a-aminophosphonates under solvent-free condition at room temperature. The reactions were completed in short times and products were obtained in good to excellent yields.
The choline based Zn containing deep eutectic mixture was applied as an efficient and eco-friendl... more The choline based Zn containing deep eutectic mixture was applied as an efficient and eco-friendly ionic liquid catalyst for the one pot three-component synthesis of a-aminophosphonates under solvent-free condition at room temperature. The reactions were completed in short times and products were obtained in good to excellent yields.
Chemistry Letters, 2012
The synthesis of N-tert-butylamides using SO 4 2¹ /Ce x Zr 1¹x-O 2 catalysts under solvent-free c... more The synthesis of N-tert-butylamides using SO 4 2¹ /Ce x Zr 1¹x-O 2 catalysts under solvent-free conditions is reported. The methodology has several advantages such as reusability of the catalyst, solvent-free conditions, easy workup, and comparable yield of N-tert-butylamides. A variety of aliphatic, aromatic, and acid-sensitive substrates give high to moderate yields of the corresponding N-tert-butylamides. Surface acidities of the catalysts were correlated with the results obtained. To the best of our knowledge, this is the first report of a modified Ritter reaction on SO 4 2¹ /Ce x Zr 1¹x O 2 using tert-butyl acetate as carbocationic source.
Bulletin of the Chemical Society of Japan, May 1, 2024
Letters in Organic Chemistry, 2019
An efficient synthesis of Hantzsch 1,4-dihydropyridines via a one-pot three-component reaction of... more An efficient synthesis of Hantzsch 1,4-dihydropyridines via a one-pot three-component reaction of ethyl acetoacetate, substituted aldehydes and ammonium acetate in the presence of ZnO@SnO2 mixed metal oxide nanoparticles under solvent-free conditions has been reported. Compare to the reported reactions, this method shows attractive aspects such as cleaner reaction profile, shorter reaction times, minimum catalyst loading and high yields. Isolated catalysts were reused for new reactions without considerable loss of their catalytic activity.
Letters in Organic Chemistry, 2019
An efficient synthesis of Hantzsch 1,4-dihydropyridines via a one-pot three-component reaction of... more An efficient synthesis of Hantzsch 1,4-dihydropyridines via a one-pot three-component reaction of ethyl acetoacetate, substituted aldehydes and ammonium acetate in the presence of ZnO@SnO2 mixed metal oxide nanoparticles under solvent-free conditions has been reported. Compare to the reported reactions, this method shows attractive aspects such as cleaner reaction profile, shorter reaction times, minimum catalyst loading and high yields. Isolated catalysts were reused for new reactions without considerable loss of their catalytic activity.
Frontiers in Chemistry, 2016
An efficient and expedient protocol for the synthesis of benzyl phosphonates using KI/K 2 CO 3 as... more An efficient and expedient protocol for the synthesis of benzyl phosphonates using KI/K 2 CO 3 as a catalytic system and PEG-400 as benign solvent has been developed. The reaction proceeds smoothly at room temperature achieving excellent selectivity and yield of the corresponding products. The combination of PEG-400, KI, and K 2 CO 3 in this reaction avoids the need of volatile/toxic organic solvents and reactive alkali metals or metal nanoparticles/hydrides. We believe that this benign combination (PEG-400 and KI) could be used for other related organic transformations.
Current Chemistry Letters, 2012
The conventional and microwave assisted multicomponent synthesis of disubstituted 1,2,3triazoles ... more The conventional and microwave assisted multicomponent synthesis of disubstituted 1,2,3triazoles from terminal alkynes and in situ generated organic azide using copper apatite catalyst in water is reported. The catalytic activity is intimately connected to the basicity of the catalyst. The best activities were observed with the copper hydroxyapatite. The catalyst could be used ten times without further treatment and activation under controlled microwave heating. The protocol was also applicable for various alkynes and halides which affords desired product in good to excellent yield.
Chemistry of Heterocyclic Compounds, 2020
Nortopsentin analogs as anticancer agents The synthesis of a series of 2,5-bis(3-indolyl)pyrroles... more Nortopsentin analogs as anticancer agents The synthesis of a series of 2,5-bis(3-indolyl)pyrroles was reported in 2013 by Carbone et al. 10 through a two-step procedure (Scheme 1). The preparation of 2,5-bis(3-indolyl)pyrroles 4 was initiated via Vilsmeier-Haack reaction of 1-methylindoles 1 with POCl 3 and N,N,N',N'-tetramethylsuccinamide (2) to afford 1,4-butanediones 3. The latter were converted into the corresponding 2,5-bis(3-indolyl)pyrroles 4 via refluxing with NH 4 OAc and Ac 2 O in AcOH. All of the tested compounds showed potent cytotoxic activity on 12 cancer cell lines with IC 50 values from 0.37 to 4.4 μg/ml. Two of the prepared compounds 4 (R = H, Me) exhibited concentration-dependent antitumor activity against 42 human tumor cell lines (IC 50 values 1.54 and 0.67 μM, respectively). Kumar et al. 11 reported a series of bis(3-indolyl)-1,3,4oxadiazoles as nortopsentin analogs. The condensation of indole-3-carboxaldehydes 5 and indole-3-carbohydrazides 6
Journal of Coordination Chemistry, 2019
Dibutyl phenyl phosphonate (DBPP) was synthesized by the reaction of phenyl phosphorochloridate w... more Dibutyl phenyl phosphonate (DBPP) was synthesized by the reaction of phenyl phosphorochloridate with 1-butanol in dichloromethane, in the presence of pyridine as a base. The product was characterized by 13 C and 31 P NMR, mass spectra and FT-IR spectroscopic techniques. The variation in density of 1.1 M solution of DBPP in xylene was estimated as a function of nitric acid concentration. The conditional acid uptake constant (K H) is a measure of basicity of the ligand. This parameter was evaluated for DBPP and is reported in this paper. Extraction of U(VI), Th(IV) and Am(III) by a 1.1 M solution of DBPP in xylene was studied as a function of nitric acid concentration at 298 K. The distribution ratios of the metal ions in the DBPP/xylene system were compared with that of the tri-n-butyl phosphate (TBP)/n-dodecane system. The stoichiometry of uranyl solvate was evaluated to be 1:2. The extraction studies of some fission products with 1.1 M DBPP/xylene were performed and the distribution ratios (D) were determined. As a final step, we have applied quantum chemical calculations to understand the electronic structure of DBPP and the respective uranium complex, [UO 2 (NO 3) 2 ]· 2DBPP. By applying the computationally accurate DLPNO-CCSD(T) methodology, we were able to derive the lowest-energy geometry for [UO 2 (NO 3) 2 ]·2DBPP, where both the nitrate groups are in trans-orientation. The Mulliken population and NBO analysis indicated that for both ligands (TBP and DBPP) the electronic charge is more polarized towards the oxygen atom of P ¼ O group. The net charge at P ¼ O group is positive with a large value estimated for TBP ligand.
Catalysis Science & Technology, 2012
Tetrahedron Letters, 2012
The choline based Zn containing deep eutectic mixture was applied as an efficient and eco-friendl... more The choline based Zn containing deep eutectic mixture was applied as an efficient and eco-friendly ionic liquid catalyst for the one pot three-component synthesis of a-aminophosphonates under solvent-free condition at room temperature. The reactions were completed in short times and products were obtained in good to excellent yields.
The choline based Zn containing deep eutectic mixture was applied as an efficient and eco-friendl... more The choline based Zn containing deep eutectic mixture was applied as an efficient and eco-friendly ionic liquid catalyst for the one pot three-component synthesis of a-aminophosphonates under solvent-free condition at room temperature. The reactions were completed in short times and products were obtained in good to excellent yields.
Chemistry Letters, 2012
The synthesis of N-tert-butylamides using SO 4 2¹ /Ce x Zr 1¹x-O 2 catalysts under solvent-free c... more The synthesis of N-tert-butylamides using SO 4 2¹ /Ce x Zr 1¹x-O 2 catalysts under solvent-free conditions is reported. The methodology has several advantages such as reusability of the catalyst, solvent-free conditions, easy workup, and comparable yield of N-tert-butylamides. A variety of aliphatic, aromatic, and acid-sensitive substrates give high to moderate yields of the corresponding N-tert-butylamides. Surface acidities of the catalysts were correlated with the results obtained. To the best of our knowledge, this is the first report of a modified Ritter reaction on SO 4 2¹ /Ce x Zr 1¹x O 2 using tert-butyl acetate as carbocationic source.