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Metal-free base-promoted sulfenylation for the synthesis of α-arylthio-α,β-unsaturated ketones.

Authors :
Zhu, Xiao-Tong
Zhao, Qi
Wang, Shi-Da
Zhang, Tian-Shu
Cai, Pei-Jun
Hao, Wen-Juan
Tu, Shu-Jiang
Jiang, Bo
Source :
Tetrahedron. Feb2018, Vol. 74 Issue 5, p585-593. 9p.
Publication Year :
2018

Abstract

A new sulfenylation reaction has been established, stereoselectively affording 37 examples of α -arylthio- α,β -unsaturated ketones with generally good yields via a metal-free three-component reaction of α -thiocyanate ketones with diaryliodonium salts and 1,2-dicarbonyls. The reaction enabled multiple bond-forming events including C(sp 2 )–S formation to provide a high-efficient and practical method toward α -arylthio- α,β -unsaturated ketones. The reasonable mechanism for forming α -arylthio- α,β -unsaturated ketones was proposed. [ABSTRACT FROM AUTHOR]

Details

Language :
English
ISSN :
00404020
Volume :
74
Issue :
5
Database :
Academic Search Index
Journal :
Tetrahedron
Publication Type :
Academic Journal
Accession number :
127137052
Full Text :
https://doi.org/10.1016/j.tet.2017.12.037