Tandem oxidative radical brominative addition of activated alkynes and spirocyclization: switchable synthesis of 3-bromocoumarins and 3-bromo spiro-[4,5] trienone
文献信息
发布日期
2016-02-18
DOI
10.1039/C6QO00041J
影响因子
5.281
作者
Guanyinsheng Qiu, Tong Liu, Qiuping Ding
查看原文
摘要
A K2S2O8-mediated tandem radical brominative addition of alkynoates, oxidative spiro-cyclization, and 1,2-migration of esters is reported for the synthesis of 3-bromocoumarins with high efficiency. The prepared 3-bromocoumarins are successfully converted into 3-alkynyl and 3-phosphite coumarins under mild conditions. The synthesis of a specific bromo-incorporated spiro-[4,5]trienyl-2,8-dione is achieved under the same conditions when N-methyl-N,3-diphenylpropiolate is used as the substrate.
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来源期刊
Organic Chemistry Frontiers
CiteScore:
7.8
自引率:
8.7%
年发文量:
724
Organic Chemistry Frontiers publishes high-quality research from across organic chemistry. Emphases are placed on studies that make significant contributions to the field of organic chemistry by reporting either new or significantly improved protocols or methodologies. Topics include, but are not limited to the following: Organic synthesis Development of synthetic methodologies Catalysis Natural products Functional organic materials Supramolecular and macromolecular chemistry Physical and computational organic chemistry
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