Abstract
Pyridinium ylids are versatile tools in organic synthesis. The stability of pyridinium ylids and their generation is commented. This review gives an overview of the possible modes through which pyridinium ylids can react. It is demonstrated that pyridinium ylids are suitable building blocks for the synthesis of indolizines, cyclopropanes, 2,3-dihydrofurans, 2(1H)-pyridin(ethio)ones, mono- & oligopyridines, pyranonaphthoquinones, nitrones and azepines.
Keywords: Pyridinium ylid, indolizines, nitrones, pyranonaphthoquinones, pyridines, epoxidation, aziridination, cyclopropanation, olefination, Ortoleva-King Reaction, α-halomethylketones, Photochemical Reaction of α-diazoketones, nitrosoarenes, ketocarbene, oxirene, solvatochromatism
Current Organic Chemistry
Title: Pyridinium Ylids in Heterocyclic Synthesis
Volume: 15 Issue: 9
Author(s): Jan Jacobs, Eva Van Hende, Sven Claessens and Norbert De Kimpe
Affiliation:
Keywords: Pyridinium ylid, indolizines, nitrones, pyranonaphthoquinones, pyridines, epoxidation, aziridination, cyclopropanation, olefination, Ortoleva-King Reaction, α-halomethylketones, Photochemical Reaction of α-diazoketones, nitrosoarenes, ketocarbene, oxirene, solvatochromatism
Abstract: Pyridinium ylids are versatile tools in organic synthesis. The stability of pyridinium ylids and their generation is commented. This review gives an overview of the possible modes through which pyridinium ylids can react. It is demonstrated that pyridinium ylids are suitable building blocks for the synthesis of indolizines, cyclopropanes, 2,3-dihydrofurans, 2(1H)-pyridin(ethio)ones, mono- & oligopyridines, pyranonaphthoquinones, nitrones and azepines.
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Cite this article as:
Jacobs Jan, Van Hende Eva, Claessens Sven and De Kimpe Norbert, Pyridinium Ylids in Heterocyclic Synthesis, Current Organic Chemistry 2011; 15 (9) . https://dx.doi.org/10.2174/138527211795378209
DOI https://dx.doi.org/10.2174/138527211795378209 |
Print ISSN 1385-2728 |
Publisher Name Bentham Science Publisher |
Online ISSN 1875-5348 |
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