Tetrahedron

Catalytic carbon–sulfur bond formation by amphoteric vanadyl triflate: exploring with thia-Michael addition, thioacetalization, and transthioacetalization reactions

CT Chen, YD Lin, CY Liu

Index: Chen, Chien-Tien; Lin, Yow-Dzer; Liu, Cheng-Yuan Tetrahedron, 2009 , vol. 65, # 50 p. 10470 - 10476

Full Text: HTML

Citation Number: 23

Abstract

A series of thiols have been examined as protic nucleophiles for Michael-type additions to α, β-unsaturated carbonyls as well as double nucleophilic condensations with aldehydes, ketones, and acetals catalyzed by amphoteric, water-tolerant vanadyl triflate under mild and neutral conditions. The newly developed C–S bond formation protocols were carried out smoothly in good to high yields in a highly chemoselective manner.

Related Articles:

Regio-and stereoselective copper-catalyzed addition of aromatic and aliphatic thiols to terminal and internal nonactivated alkynes

[Trostyanskaya, Inna G.; Beletskaya, Irina P. Synlett, 2012 , # 4 p. 535 - 540]

Palladium??Catalyzed Fluoride??Free Cross??Coupling of Intramolecularly Activated Alkenylsilanes and Alkenylgermanes: Synthesis of Tamoxifen as a Synthetic …

[Matsumoto, Kenji; Shindo, Mitsuru Advanced Synthesis and Catalysis, 2012 , vol. 354, # 4 p. 642 - 650]

α, α-diacetyl cyclic ketene dithioacetals: Odorless and efficient dithiol equivalents in thioacetalization reactions

[Yu, Haifeng; Liu, Qun; Yin, Yanbing; Fang, Qunxin; Zhang, Jingping; Dong, Dewen Synlett, 2004 , # 6 p. 999 - 1002]

Regioselective transformation of alkynes into cyclic acetals and thioacetals with a gold (I) catalyst: comparison with Brønsted acid catalysts

[Santos, Laura L.; Ruiz, Violeta R.; Sabater, Maria J.; Corma, Avelino Tetrahedron, 2008 , vol. 64, # 34 p. 7902 - 7909]

Regio-and stereoselective copper-catalyzed addition of aromatic and aliphatic thiols to terminal and internal nonactivated alkynes

[Trostyanskaya, Inna G.; Beletskaya, Irina P. Synlett, 2012 , # 4 p. 535 - 540]

More Articles...