Applications of N-Chlorosuccinimide in Organic Synthesis

W. Marek Gołebiewski; Mirosław Gucma

doi:10.1055/s-2007-990871

REVIEW

Applications of N-Chlorosuccinimide in Organic Synthesis

W. Marek Gołebiewski*, Mirosław Gucma
Institute of Industrial Organic Chemistry, 6 Annopol St., 03-236 Warsaw, Poland
Fax: +48(22)8110799; e-Mail: golebiewski@ipo.waw.pl;

Abstract

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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

Full Text

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