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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 20, 1990 - Issue 22
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Original Articles

Synthesis of 2,3-Disubstituted Thiophenes from 1,3-Dimetallated Acetylenes and Non-Enolizable Thiocarbonyl Compounds

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Pages 3427-3431 | Received 29 Sep 1990, Published online: 24 Oct 2006
 

Abstract

Reaction of 1,3-dimetallated acetylenes KC°C-CH(K)R (R=alkyl, O-alkyl, S-alkyl, aryl, N(alkyl)2) with non-enolizable thiocarbonyl compounds XCSSCH3 (X=aryl, heteroaryl, t-Bu, CH3O, t-BuO, CH3S, N(alkyl)2) gives 2,3-disub-stituted thiophenes (6) having X in the 2-position and R in the 3-position.

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