Copper-catalyzed C-S direct cross-coupling of thiols with 5-arylpenta-2,4-dienoic acid ethyl ester

A selective copper (Cu)-catalyzed C-S bond direct cross-coupling of thiols with 5-arylpenta-2,4-dienoic acid ethyl ester was developed. Notably, various biologically active 5-phenyl-3-phenylsulfanylpenta-2,4-dienoic acid ethyl ester derivatives were efficiently synthesized under moderate conditions....

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Bibliographic Details
Published in:RSC advances 2018-01, Vol.8 (47), p.26828-26836
Main Authors: Cai, Rongrong, Zhou, Zhuoda, Chai, Qianqian, Zhu, Yueer, Xu, Runsheng
Format: Article
Language:English
Subjects:
Chemical synthesis
Chemistry
Copper
Coupling
Cross coupling
Reaction mechanisms
Thiols
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Summary:A selective copper (Cu)-catalyzed C-S bond direct cross-coupling of thiols with 5-arylpenta-2,4-dienoic acid ethyl ester was developed. Notably, various biologically active 5-phenyl-3-phenylsulfanylpenta-2,4-dienoic acid ethyl ester derivatives were efficiently synthesized under moderate conditions. Finally, a plausible Cu(i)/Cu(iii) reaction mechanism was proposed.
ISSN:2046-2069
2046-2069
DOI:10.1039/c8ra05311a