Standard Article

ANRORC Rearrangement

(Degenerate Ring Transformation of Heterocycles)

Published Online: 15 SEP 2010

DOI: 10.1002/9780470638859.conrr020

Comprehensive Organic Name Reactions and Reagents

Comprehensive Organic Name Reactions and Reagents

How to Cite

2010. ANRORC Rearrangement. Comprehensive Organic Name Reactions and Reagents. 20:87–90.

Publication History

  1. Published Online: 15 SEP 2010

Chemistry Terms

Choose one or more boxes to highlight terms.

Abstract

ANRORC rearrangement is a very common transformation for heterocycles, and has been discovered for more than a century already. It occurs in nucleophilic substitution of heterocyclic compounds, and stands for a whole process of the initial addition of a nucleophile, followed by the ring opening and ring closure during the substitution. This transformation is also known as SN(ANRORC) reaction or degenerate ring transformation. This reaction has been reported to consist two subgroups with either an “outside” leaving group or “inside” leaving group. This rearrangement reaction has wide applications in heterocycle chemistry.

Keywords:

  • nucleophilic substitution;
  • heterocyclic ring;
  • nitroinosine;
  • benzylamine