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

Synthesis of stilbene derivatives via visible-light-induced cross-coupling of aryl diazonium salts with nitroalkenes using -NO2 as a leaving group
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使用-NO2作为离去基团,通过芳基重氮盐与硝基烯烃的可见光诱导交叉偶联合成二苯乙烯衍生物

DOI:
10.1039/c6cc08182g
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发表时间:
2016
影响因子:
4.9
通讯作者:
Wang Xi-Cun
Wang Xi-Cun
中科院分区:
化学2区
文献类型:
--
作者:
Zhang Na;Zhang Zhang;Da Yu-Xia;Quan Zheng-Jun;Wang Xi-Cun

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本文报道了在无过渡金属存在下,硝基烯烃与重氮四氟硼酸盐通过交叉偶联直接合成二苯乙烯类化合物的方法。该协议使用绿色LED作为光源和曙红Y作为有机光氧化还原催化剂。广泛的底物范围和独家选择性的(E)-构型的芪观察。该方案通过自由基途径进行,硝基烯烃作为自由基受体,硝基在该过程中被裂解。
The straightforward visible-light-induced synthesis of stilbene compounds via the cross-coupling of nitroalkenes and diazonium tetrafluoroborates 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.