Isocyanides in the Synthesis of Nitrogen Heterocycles
Top Cited Papers
- 4 November 2010
- journal article
- review article
- Published by Wiley in Angewandte Chemie International Edition in English
- Vol. 49 (48) , 9094-9124
- https://doi.org/10.1002/anie.201000723
Abstract
Isocyanides have long proved themselves to be irreplaceable building blocks in modern organic chemistry. The unique features of the isocyano group make isocyanides particularly useful for the synthesis of a number of important classes of nitrogen heterocycles, such as pyrroles, indoles, and quinolines. Several cocyclizations of isocyanides via zwitterions and radical intermediates as well as transition‐metal‐catalyzed syntheses of different types of heterocycles have recently been developed. Methods starting from isocyanides often have distinct advantages over alternative approaches to the same heterocycles because of their enhanced convergence, the great simplicity of most of the operations with them, and the great variety of isocyanides readily available for use. Isocyanides have also been used in some enantioselective syntheses of chiral heterocyclic compounds, including natural products as well as precursors thereof.Keywords
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