Gao Wen-Chao, Cheng Yu-Fei, Shang Yu-Zhu, Chang Hong-Hong, Li Xing, Zhou Rong, Qiao Yan, Wei Wen-Long
College of Chemistry and Chemical Engineering , Taiyuan University of Technology , Taiyuan 030024 , P. R. China.
State Key Laboratory of Coal Conversion , Institute of Coal Chemistry, Chinese Academy of Sciences , Taiyuan 030001 , P. R. China.
J Org Chem. 2018 Oct 5;83(19):11956-11962. doi: 10.1021/acs.joc.8b01843. Epub 2018 Sep 14.
A new and convenient method for one-pot synthesis of α-arylhydrazo-β-keto sulfones is developed via Cu (II)-catalyzed oxysulfonylation/diazenylation of alkenes. This four-component cascade reaction enables a series of α-arylhydrazo-β-keto sulfone derivatives accessed from readily available alkenes, sulfinates, and diazonium salts under aerobic conditions. Furthermore, the 3-sulfonyl cinnolin-4(1 H)-one skeleton is successfully constructed from the corresponding α-arylhydrazo-β-keto sulfone product under basic conditions.
通过铜(II)催化的烯烃氧磺酰化/重氮基化反应,开发了一种新颖便捷的一锅法合成α-芳基肼基-β-酮砜的方法。这种四组分串联反应能够在有氧条件下,从易得的烯烃、亚磺酸盐和重氮盐出发,制得一系列α-芳基肼基-β-酮砜衍生物。此外,在碱性条件下,由相应的α-芳基肼基-β-酮砜产物成功构建了3-磺酰基喹唑啉-4(1H)-酮骨架。