ChemInform Abstract: N,O-Heterocycles as Synthetic Intermediates (original) (raw)
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N,O-Heterocycles as synthetic intermediates
Pure and Applied Chemistry, 2008
Hydroxylamines can be cyclized under various conditions according to the nature of the unsaturation in the N-substituent. Both isoxazolidines and tetrahydrooxazines can be formed with good synthetic control. The choice of the appropriate cyclization reaction leads to syntheses of the natural products sedamine and monomorine. The related N,O-acetals are shown to undergo efficient ring-opening under Sakurai conditions.
A Review on The Medicinal And Industrial Applications of N-Containing Heterocycles
The Open Medicinal Chemistry Journal
Nitrogen-containing heterocycles constitute an important division of organic chemistry. The structural and functional diversity in nitrogen-containing heterocyclic compounds emanates from the presence and nature of the heteroatom that optimizes the compound for a specific application. Nitrogen heterocycles have been found to mimic various endogenous metabolites and natural products, highlighting their pivotal role in current drug design. Their applications are manifold and are predominantly used as pharmaceuticals, corrosion inhibitors, polymers, agrochemicals, dyes, developers, etc. Additionally, their catalytic behavior has rendered these compounds notable precursors in synthesizing various important organic compounds. The rate at which nitrogen heterocycles are synthesized explains this organic chemistry domain's vitality and usefulness. The present review article focuses on nitrogen-containing heterocycles as a versatile scaffold for current applications of organic chemistry.
A one-pot, three-component reaction of arylglyoxals, benzamide and phenols using catalytic amounts of zirconium oxychloride octahydrate under solvent-free conditions produce new amido-substituted benzo[b]furans. The reactions showed chemoselectivity towards benzofuran instead of oxazols which this claim has been confirmed by nuclear magnetic resonance (NMR) and infrared spectroscopy (IR). Benzo[b]furan derivatives are important group among naturally occurring systems. 1 They have shown biological properties, such as anti-bacterial, 2 anti-fungal, 3 anti-inflammatory, 4 anti-depressant, 5 and anti-convulsant, 6 activities. Regarding to this background, a synthetic route leading to novel benzo[b]furans would be of general interest. So far, several strategies for the synthesis of benzofurans have been reported in literature. 7-10 The traditional methods for the synthesis of benzofurans are the preparation via O-alkylation of salicylaldehyde with chloroacetic acid followed by dehydration of the resulting ether 11 and via Perkin rearrangement in which a coumarin is reacted with a hydroxide. 12 Also, the new strategies have been reported for the preparation of amino or amido-substituted benzo[b]furans. 13-15 The cysteinl leukotriene receptor 2 antagonist activity of some amido-substituted benzo[b]furans have been already known by Tsuji and co-workers. 14 The synthesis introduction of novel amido-substituted benzo[b]furan with unknown activity may be effective and useful in the field of biological researches.
Scope of Selective Heterocycles from Organic and Pharmaceutical Perspective
2016
Ravi Varala received his PhD from the Indian Institute of Chemical Technology (CSIR), India, and was awarded the degree in 2006. Later on, he moved for postdoctoral research in the FCT University of New Lisbon, Portugal, during 2007-2009. He worked as scientist for a year (2010) in pharmaceutical industry, before joining the present organization-Rajiv Gandhi University of Knowledge Technologies (RGUKT), Basar campus, Telangana. He has been working as faculty member there since 2011 onward. Dr. Varala has served as the head of department of chemistry and R&D Cell for more than 3 years. He also got experience as a visiting scientist in the University of Sao Paulo, Brazil, for a period of 1 year (March 2015-2016) and then resumedhis work in RGUKT. His research interests include catalysis, green chemistry, and organic synthesis. Currently he is guiding two students for doctoral degree. He has collaborations in several state and central universities.
Heterocycles as versatile building blocks in different synthetic strategies
Arkivoc, 2006
Heterocycle-Heterocycle Synthetic Strategies (HHSS) were based on different types of reactions e.g. cycloaddition, cyclocondensation, molecular rearrangement, ANRORC. Spiro, condensed noncondensed, heterocycles were obtained via HHSS from easy one-pot reactions in moderate to high yields.