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An efficient synthesis of stable sulfur-containing phosphoranes derived from 2-mercapto-1-methylimidazole and 2-thiazoline-2-thiol
Abstract:Stable crystalline phosphorus ylides were obtained in excellent yields from the 1:1:1 addition reaction between triphenylphosphine and dialkyl acetylenedicarboxylates in the presence of strong SH-acids, such as 2-mercapto-1-methylimidazole and 2-thiazoline-2-thiol. These stable ylides exist in solution as a mixture of two geometrical isomers as a result of restricted rotation around the carbon–carbon partial double bond resulting from conjugation of the ylide moiety with the adjacent carbonyl group.
Keywords:Stable phosphorus ylide  Acetylenic esters  2-Mercapto-1-methylimidazole and 2-Thiazoline-2-thiol  Triphenylphosphine  Geometrical isomers
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