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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 19, 1989 - Issue 9-10
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Original Articles

A Useful Synthesis of 2-Methyl-2,3-dihydrofuro [2,3-b] Quinolines

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Pages 1825-1832 | Received 07 Dec 1988, Published online: 24 Oct 2006
 

Abstract

A convenient, general synthesis of 2-methyl-2,3-dihydrofuro [2,3-b] quinolines is described from o-nitrobenzaldehydes. The benzaldehydes (la-c) on reaction with phosphorane 2 provide (E)-ethyl-α-allylcinnamates (3a-c) in high yields. These esters 3a-c on reduction followed by acid catalysed cyclisation give 2,3-dihydrofuro [2,3-b] quinolines (5a-c).

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