4.3 Article

CuI/L-proline-catalyzed synthesis of vinyl sulfides in 95% alcohol

Journal

SYNTHETIC COMMUNICATIONS
Volume 38, Issue 16, Pages 2722-2730

Publisher

TAYLOR & FRANCIS INC
DOI: 10.1080/00397910802222746

Keywords

cross-coupling reaction; L-proline; thiols; vinyl sulfide

Funding

  1. Natural Science Foundation of Zhejiang Province, PR China [Y407240]

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A method for the synthesis of vinyl sulfides using the simple CuI/L-proline as a catalyst system is reported. The best yields were obtained in the 95% ethanol with 10mol% CuI, 20mol% L-proline, and 1.2 equiv of K2CO3. The amino acids act as base and excellent promoter for the copper-catalyzed coupling reactions, and this protocol tolerates both aromatic and heterocyclic thiols and avoids using other expensive additives.

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