State Key Laboratory of Medicinal Chemical Biology, College of Pharmacy and Tianjin Key Laboratory of Molecular Drug Research, Nankai University , Haihe Education Park, 38 Tongyan Road, Tianjin 300353, People's Republic of China.
Tianjin Key Laboratory of Cerebral Vascular and Neurodegenerative Diseases, Tianjin Huanhu Hospital , Tianjin 300060, People's Republic of China.
J Org Chem. 2016 Jul 15;81(14):5915-21. doi: 10.1021/acs.joc.6b00760. Epub 2016 Jul 1.
An efficient method for the synthesis of epoxides from carbonyl compounds, sulfoxides, and benzyne is presented. The strategy involved an epoxidation by a sulfur ylide which is formed in situ from sulfoxide and benzyne through the S-O bond insertion and deprotonation. This one-pot reaction proceeds under mild and base-free conditions, providing a convenient way to introduce the substituted methylene groups onto the carbonyl carbon.
本文提出了一种从羰基化合物、亚砜和苯炔合成环氧化物的有效方法。该策略涉及通过 S-O 键插入和脱质子形成的亚硫叶立德进行环氧化,亚硫叶立德是通过亚砜和苯炔原位形成的。该一锅反应在温和且无碱的条件下进行,为在羰基碳原子上引入取代的亚甲基基团提供了一种方便的方法。