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Demjanov Rearrangement

Published Online: 15 SEP 2010

DOI: 10.1002/9780470638859.conrr186

Comprehensive Organic Name Reactions and Reagents

Comprehensive Organic Name Reactions and Reagents

How to Cite

2010. Demjanov Rearrangement. Comprehensive Organic Name Reactions and Reagents. 186:868–870.

Publication History

  1. Published Online: 15 SEP 2010

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Abstract

The conversion of primary amines into alcohols by means of the diazotization of those amines with nitrous acid, accompanying the migration of the carbon atom when the primary amino groups are on the ring or at the α-position of the side chain, is generally referred to as Demjanov rearrangement or Demjanov reaction. It has been observed that in the case of cyclic aliphatic amines, alcohols with enlarged or contracted rings are formed, depending on the position of the amino group. This reaction has been applied in the preparation of cyclic compounds with different sizes.

Keywords:

  • diazotization;
  • cyclic aliphatic amines;
  • primary amines;
  • deacetylthiocolchicine