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One-Pot Synthesis of 2,3-Disubstituted Quinolines Based on Acetals and Anilines

  • T. S. Rizbayeva,
  • A. V. Smolobochkin,
  • A. S. Gazizov,
  • V. V. Syakaev,
  • A. R. Burilov,
  • M. A. Pudovik

摘要

Abstract

A method was proposed for the regioselective synthesis of new 2,3-disubstituted quinolines based on the reaction of anilines with 4-chloro-1,1-diethoxybutane and N-(4,4-diethoxybutyl)tosylamide. Structure of the resulting compounds was proven by NMR spectroscopy techniques (1H, 13C, 15N, COSY, HSQC 1H–13C, HMBC 1H–13C, HMBC 1H–15N, NOESY), the composition was confirmed by elemental analysis data. The proposed method is distinguished by the possibility of obtaining a wide range of substituted quinolines in one step and the absence of the need to use expensive metal catalysts.