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E- and chemoselective thia-Michael addition to benzyl allenoate
Phosphorus, Sulfur, and Silicon and the Related Elements ( IF 1.4 ) Pub Date : 2020-07-30 , DOI: 10.1080/10426507.2020.1799365
Rifhat Bibi 1 , Amna Murtaza 1 , Khalid Mohammed Khan 2 , Zia ur Rehman 1 , Aamer Saeed 1 , Muhammad Nawaz Tahir 3 , Abbas Hassan 1
Affiliation  

Abstract Different thiols were successfully reacted with benzyl allenoate resulting in E-selective thia-Michael addition product with α,β-unsaturation as confirmed by single crystal x-ray crystallographic analysis. The thia-Michael addition is chemoselective and free amine and alcohol groups were well tolerated. Catalytic triethylamine was required for high conversion. Fair to excellent yields were obtained for a variety of aliphatic, aryl and heteroaryl thiols. Graphical Abstract

中文翻译:

E-和化学选择性硫杂-迈克尔加成到苯丙酸苄酯

摘要 不同的硫醇与烯丙酸苄酯成功反应,产生了具有 α,β-不饱和度的 E 选择性硫杂-迈克尔加成产物,单晶 X 射线晶体学分析证实了这一点。硫杂-迈克尔加成是化学选择性的,并且游离胺和醇基团耐受性良好。高转化率需要催化三乙胺。各种脂肪族、芳基和杂芳基硫醇获得了相当到极好的收率。图形概要
更新日期:2020-07-30
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