Abstract
Nitrogen heterocycles are widespread in nature and their applications in bioactive pharmaceuticals, agrochemicals and functional materials are well known. A number of protocols have been developed for their syntheses. This review article covers an updated (published during 2005-2008) summary of transition metal-catalyzed approaches for the syntheses of five- and six-membered ring heterocycles with one nitrogen atom via carbon-nitrogen bond forming reactions. The syntheses of five-membered ring heterocycles include pyrroles, pyrrolidines, indoles, oxindoles, isoindoles, indolizines and carbazoles. The syntheses of six-membered nitrogen heterocycles covered are pyridines, piperidines, quinolines and isoquinolines. In some cases, mechanistic rationalizations for the formation of the heterocycles have also been discussed.
Keywords: Metal-catalyst, heterocyclization, C-N bond formation, catalytic cycle, intermolecular cyclization, tandem cyclization, five- and six-membered nitrogen heterocycles, agrochemicals, carbon-heteroatom bonds, acyclic precursors, Catalytic reactions, gold-catalyzed hydroamination, Diketones
Current Organic Chemistry
Title: Metal-catalyzed Heterocyclization: Synthesis of five- and six-membered Nitrogen Heterocycles Through Carbon-Nitrogen Bond Forming Reactions
Volume: 15 Issue: 11
Author(s): K. C. Majumdar, Pradip Debnath, Nirupam De and B. Roy
Affiliation:
Keywords: Metal-catalyst, heterocyclization, C-N bond formation, catalytic cycle, intermolecular cyclization, tandem cyclization, five- and six-membered nitrogen heterocycles, agrochemicals, carbon-heteroatom bonds, acyclic precursors, Catalytic reactions, gold-catalyzed hydroamination, Diketones
Abstract: Nitrogen heterocycles are widespread in nature and their applications in bioactive pharmaceuticals, agrochemicals and functional materials are well known. A number of protocols have been developed for their syntheses. This review article covers an updated (published during 2005-2008) summary of transition metal-catalyzed approaches for the syntheses of five- and six-membered ring heterocycles with one nitrogen atom via carbon-nitrogen bond forming reactions. The syntheses of five-membered ring heterocycles include pyrroles, pyrrolidines, indoles, oxindoles, isoindoles, indolizines and carbazoles. The syntheses of six-membered nitrogen heterocycles covered are pyridines, piperidines, quinolines and isoquinolines. In some cases, mechanistic rationalizations for the formation of the heterocycles have also been discussed.
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Cite this article as:
C. Majumdar K., Debnath Pradip, De Nirupam and Roy B., Metal-catalyzed Heterocyclization: Synthesis of five- and six-membered Nitrogen Heterocycles Through Carbon-Nitrogen Bond Forming Reactions, Current Organic Chemistry 2011; 15 (11) . https://dx.doi.org/10.2174/138527211795656633
DOI https://dx.doi.org/10.2174/138527211795656633 |
Print ISSN 1385-2728 |
Publisher Name Bentham Science Publisher |
Online ISSN 1875-5348 |
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