Synthesis of stilbene derivatives via visible-light-induced cross-coupling of aryl diazonium salts with nitroalkenes using -NO2 as a leaving group

被引:48
作者
Zhang, Na [1 ]
Quan, Zheng-Jun [1 ]
Zhang, Zhang [1 ]
Da, Yu-Xia [1 ]
Wang, Xi-Cun [1 ]
机构
[1] Northwest Normal Univ, Coll Chem & Chem Engn, Key Lab Polymer Mat, Lanzhou 730070, Gansu, Peoples R China
基金
中国国家自然科学基金;
关键词
CARBON-CARBON BONDS; HECK-TYPE REACTION; ORGANIC-SYNTHESIS; METAL-FREE; ALKYNES; OLEFINS; ALKENES; RESVERATROL; ACTIVATION; ARYLATION;
D O I
10.1039/c6cc08182g
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The straightforward visible-light-induced synthesis of stilbene compounds via the cross-coupling of nitroalkenes and diazonium tetra-fluoroborates under transition-metal-free conditions is described. The protocol uses green LEDs as light sources and eosin Y as an organophotoredox catalyst. Broad substrate scope and exclusive selectivity for the (E)-configuration of stilbenes are observed. This protocol proceeds via a radical pathway, with nitroalkenes serving as the radical acceptor, and the nitro group is cleaved during the process.
引用
收藏
页码:14234 / 14237
页数:4
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