Palladium-Catalyzed Odorless One-Pot Synthesis of Vinyl Sulfides from Organohalides, Thiourea, and Alkynes

The preparation of vinyl sulfides via a three‐component reaction of organohalides, thiourea, and alkynes was reported. Two carbon‐sulfur bonds are formed in one pot in this palladium‐catalyzed system. The protocol is free of foul‐smelling thiols and is operated under mild conditions to obtain cis‐co...

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Veröffentlicht in:Asian journal of organic chemistry 2014-01, Vol.3 (1), p.77-81
Hauptverfasser: Feng, Jie, Lu, Guoping, Lv, Meifang, Cai, Chun
Format: Artikel
Sprache:eng
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Zusammenfassung:The preparation of vinyl sulfides via a three‐component reaction of organohalides, thiourea, and alkynes was reported. Two carbon‐sulfur bonds are formed in one pot in this palladium‐catalyzed system. The protocol is free of foul‐smelling thiols and is operated under mild conditions to obtain cis‐configured anti‐Markovnikov products with moderate to excellent yields and excellent selectivity. In addition, this method is noteworthy given its experimental simplicity, high generality, good functional group tolerance, and the low cost of the catalyst system. Ode to odorless: The preparation of vinyl sulfides via a three‐component reaction of halides, thiourea, and alkynes was reported. Two carbon‐sulfur bonds were formed in one pot in this [Pd(dppf)Cl2] (dppf=1,1′‐bis(diphenylphosphino)ferrocene) catalytic system. The protocol is free of foul‐smelling thiols and operated under mild conditions to obtain cis‐configured anti‐Markovnikov products with moderate to excellent yields and excellent selectivity.
ISSN:2193-5807
2193-5815
DOI:10.1002/ajoc.201300187