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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 26, 1996 - Issue 8
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Original Articles

Facile Synthetic Method for the Preparation of Dithioacetals by the Double Conjugate Addition of Acetylenes Bearing Electron-Withdrawing Groups with Thiols

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Pages 1539-1543 | Received 11 Jul 1995, Published online: 15 Aug 2006
 

Abstract

β, β-Bis(alkylmercapto)propionates were obtained by the reaction of methyl propiolates with 2 equiv. of mercaptanes in the presence of tri-n-butylphosphine in high yield. The corresponding dithioacetals could be also obtained by the conjugate addition of mercaptanes toward methyl β-alkylmercaptoenoates, in which, tri-n-butylphosphine also catalyzed the addition of thiols.

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