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Synthesis 2007(23): 3599-3619
DOI: 10.1055/s-2007-990871
DOI: 10.1055/s-2007-990871
REVIEW
© Georg Thieme Verlag Stuttgart · New York
Applications of N-Chlorosuccinimide in Organic Synthesis
Further Information
Received
2 May 2007
Publication Date:
31 October 2007 (online)
Publication History
Publication Date:
31 October 2007 (online)
Abstract
N-Chlorosuccinimide (NCS) is a versatile reagent and its significance is not limited to chlorination and oxidation. It mediates or catalyzes many chemical reactions, including halocyclizations, formation of heterocyclic systems, formation of new carbon-carbon bonds, rearrangements, and functional group transformations.
1 Introduction
2 Chlorinations
3 Replacement of Other Groups by Chlorine
4 Halocyclizations
5 Rearrangements and Functional Group Transformations
6 Formation of New Carbon-Carbon Bonds
7 Formation of Heterocyclic Systems
8 Oxidations
9 Deprotections
10 Transformations of NCS
11 Miscellaneous Reactions
12 Biological Activity of NCS
13 Conclusions
Key words
N-halosuccinimides - N-chlorosuccinimide - chlorination - oxidation - deprotection - rearrangement
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