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- W2950355674 abstract "Despite the fact that many transition-metal-catalyzed reactions of organosulfur compounds with internal alkynes are ineffective, cobalt carbonyl (Co2(CO)8) is an excellent catalyst for carbonylative cyclization of internal alkynes with carbon monoxide. When Co2(CO)8-catalyzed reactions of internal alkynes with organic thiols are conducted in acetonitrile under 4 MPa pressure of carbon monoxide, thiolative lactonization of internal alkynes successfully takes place with incorporation of two molecules of CO. This carbonylation provides a useful tool to prepare the corresponding α,β-unsaturated γ-thio-γ-lactones (butenolide derivatives) in good yields. In the cases of unsymmetrical alkynes, such as 2-octyne and 6-methyl-2-heptyne, the thiolative lactonization proceeds with moderate regioselectivity to give the butenolide derivatives on which the carbonyl group preferentially bonds to the less hindered acetylenic carbon. Mechanistic pathways about the present thiolative lactonization are also discussed." @default.
- W2950355674 created "2019-06-27" @default.
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- W2950355674 date "2013-12-01" @default.
- W2950355674 modified "2023-09-29" @default.
- W2950355674 title "A highly selective cobalt-catalyzed carbonylative cyclization of internal alkynes with carbon monoxide and organic thiols" @default.
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- W2950355674 doi "https://doi.org/10.1016/j.tet.2013.10.080" @default.
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