期刊
ORGANIC & BIOMOLECULAR CHEMISTRY
卷 15, 期 22, 页码 4867-4874出版社
ROYAL SOC CHEMISTRY
DOI: 10.1039/c7ob00845g
关键词
-
资金
- Natural Science Foundation of China [21502069, 21502075]
- Natural Science Foundation of Zhejiang Province [LY14B02008, LQ15B020006]
- Ph.D. Scientific Research Starting Foundation of Jiaxing University [70515015]
- Graduate Student Innovation Funding of JUST [XS2016114]
- Summit Program of Jiaxing University for Leading Talents
Bromide mediated neighboring ester-participating bromocyclizations of o-alkynylbenzoates are described here for the synthesis of benzil-o-carboxylates. 4-bromoisocoumarins are also synthesized when phenyl o-alkynylbenzoate is used as the substrate. Mechanistic studies suggest that the whole process is composed of an electrophilic bromocyclization and a dibromohydration-based ring-opening, and the neighboring ester group participates in the bromocyclization. Interestingly, the two oxygen atoms of the keto carbonyls in benzil-o-carboxylates are both derived from water. The electrophilic bromo source is in situ generated from the oxidation of bromide.
作者
我是这篇论文的作者
点击您的名字以认领此论文并将其添加到您的个人资料中。
推荐
暂无数据