THE DIRECTION OF RING FISSION OF UNSYMMETRICALLY SUBSTITUTED SUCCINIC ANHYDRIDES. 1. INTERACTION OF α-TETRAHYDROFURYLSUCCINIC ANHYDRIDE WITH BENZYLAMINE AND 2,5-XYLIDINE

Authors

  • Г. Г. Галустьян Institute of the Plant Substances Chemistry, Uzbek Academy of Sciences, Tashkent
  • М. Г. Левкович Institute of the Plant Substances Chemistry, Uzbek Academy of Sciences, Tashkent
  • Н. Д. Абдуллаев Institute of the Plant Substances Chemistry, Uzbek Academy of Sciences, Tashkent

DOI:

https://doi.org/10.1007/486

Keywords:

amic acids, anilines, unsymmetrically substituted succinic anhydrides, double resonance, direction of nucleophilic attack, Overhauser effect

Abstract

The reaction of α-tetrahydrofurylsuccinic anhydride with amines proceeds regiospecifically at room temperature with the formation of N-substituted 2-(α-tetrahydrofuryl)succinamic acids. On increasing the temperature the reaction direction is changed and the 3 isomer is mainly formed.

Authors: G. G. Galust'yan; M. G. Levkovich; and N. D. Abdullaev.

English Translation in Chemistry of Heterocyclic Compounds, 2000, 36 (12), pp 1402-1408

http://link.springer.com/article/10.1023/A%3A1017514228053

Published

2013-04-15

Issue

Section

Original Papers