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Metal-free base-promoted sulfenylation for the synthesis of α-arylthio-α,β-unsaturated ketones
Tetrahedron ( IF 2.1 ) Pub Date : 2017-12-18 , DOI: 10.1016/j.tet.2017.12.037
Xiao-Tong Zhu , Qi Zhao , Shi-Da Wang , Tian-Shu Zhang , Pei-Jun Cai , Wen-Juan Hao , Shu-Jiang Tu , Bo Jiang

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(sp2)–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.



中文翻译:

用于合成不含金属的碱促进的亚磺酰化α -芳硫基α,β不饱和酮

已经建立了新的亚磺酰化反应,通过α-硫氰酸酯酮与二芳基碘鎓盐和1,2-二羰基的无金属三组分反应,立体选择性地获得了37种α-芳硫基-α,β-不饱和酮的实例,通常收率良好。。该反应使包括C(sp 2)–S形成在内的多个键形成事件能够提供一种针对α-芳硫基-α,β-不饱和酮的高效实用方法。提出了形成α-芳硫基-α,β-不饱和酮的合理机理。

更新日期:2017-12-18
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