875894-68-1Relevant academic research and scientific papers
Nickel-Catalyzed Regioselective Cleavage of Csp2-S Bonds: Method for the Synthesis of Tri- and Tetrasubstituted Alkenes
Chen, Jinyang,Chen, Sihai,Xu, Xinhua,Tang, Zhi,Au, Chak-Tong,Qiu, Renhua
, p. 3246 - 3255 (2016/05/19)
We describe here an efficient route for the synthesis of (Z)-vinylic sulfides 3 via the highly regio- and stereoselective coupling of (Z)-1,2-bis(aryl(alkyl)thio)alkenes and Grignard reagents over a Ni catalyst under mild conditions. (Z)-Vinylic sulfides 3 are important intermediates in the synthesis of tri- and tetrasubstituted alkenes that are important construction blocks for drugs and natural products. The directing organosulfur groups (SR) can be converted to diaryl(alkyl) disulfides (RSSR) using H2O2 as oxidant, hence avoiding the waste of sulfur resources. The protocol provides a general method that is highly regio- and stereoselective for the synthesis of a diversity of tri- and tetrasubstituted alkenes.
Stereoselective formation of Z- or E-vinyl thioethers from arylthiols and acetylenes under transition-metal-free conditions
Liao, Yunfeng,Chen, Shanping,Jiang, Pengcheng,Qi, Hongrui,Deng, Guo-Jun
, p. 6878 - 6885 (2013/11/06)
Vinyl sulfide formation with good yield and high regio- and stereoselectivities from thiols and acetylenes under transition-metal-free conditions is described. Potassium phosphate was used as an effective additive to enhance the reaction yield and selecti
