Heteroannulation of 3-bis(methylthio)acrolein with aromatic amines - a convenient highly regioselective synthesis of 2-(methylthio)quinolines and their benzo/hetero fused analogs - a modified skraup quinoline synthesis

Panda, Kausik ; Siddiqui, Iffat ; Mahata, Pranab K. ; Ila, Hiriyakkanavar ; Junjappa, Hiriyakkanavar (2004) Heteroannulation of 3-bis(methylthio)acrolein with aromatic amines - a convenient highly regioselective synthesis of 2-(methylthio)quinolines and their benzo/hetero fused analogs - a modified skraup quinoline synthesis Synlett, 2004 (3). pp. 449-452. ISSN 0936-5214

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Official URL: https://www.thieme-connect.com/ejournals/abstract/...

Related URL: http://dx.doi.org/10.1055/s-2004-815400

Abstract

A simple and efficient synthesis of 2-(methylthio)quinolines and their condensed analogs has been developed through acid-induced cyclocondensation of their respective anilines or aromatic diamines with 3-bis(methylthio)acrolein. The 2-(methylthio) functionality in these quinolines could be either dethiomethylated or replaced by various nitrogen and carbon nucleophiles to afford 2-substituted quinolines.

Item Type:Article
Source:Copyright of this article belongs to Thieme Medical Publishers Inc.
Keywords:Heteroannulation; Amines; Regioselectivity; Condensation; Quinolines
ID Code:24088
Deposited On:29 Nov 2010 10:28
Last Modified:22 Feb 2011 04:52

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