Enynes thiocarbonylation

Thiocarbonylation. Extension of the method of carbonylation in the presence of a thiol to 1,3-dienes produces p,-y-unsaturated thioesters. Enynes furnish branched products and there is further deviation of reaction pattern by using o-iodothiophenol in the reaction. ... 

VI Pd-CATALYZED CARBONYLATION AND OTHER RELATED REACTIONS TABLE 3. Pd-Catalyzed Thiocarbonylation of Enynes with Thiols ... 

Further use of metal-catalyzed thiocarbonylation has been demonstrated in the intramolecular carbonylative strategy that led to five- and six-membered lactones 54 and 56 (Scheme 46.9). ° The use of conjugate enynes 57 in the Pd-catalyzed carbonylative thiocarbonylation also incorporates carbon monoxide at the internal carbon of terminal alkynes. ... 

Xiao W, Vasapollo G, Alper H. Highly chemo- and regioselective thiocarbonylation of conjugate enynes with thiols and carbon monoxide catalyzed by palladium complexes an efficient and atom-economical access to 2-(phenylthiocarbonyl)-l, 3-dienes. J. Org. Chem. 1999 64 2080-2084. 

Conjugated enynes undergo regioselective thiocarbonylation successfully giving the corresponding thioesters bearing dienyl substituents (Scheme 33) [111]. 

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