ELECTROCHEMICALLY INDUCED SRN1 SUBSTITUTION IN ACETONITRILE - SYNTHESIS OF ARENES SUBSTITUTED BY PHENYLSELENO AND PHENYLTELLURO GROUPS

被引：19

作者：

DEGRAND, C ^{[1
]}

机构：

[1] FAC SCI DIJON,CNRS,SYNTHESE & ELECTROSYNTHESE ORGAN MET LAB,URA 33,F-21000 DIJON,FRANCE

来源：

TETRAHEDRON | 1990年 / 46卷 / 15期

关键词：

D O I：

10.1016/S0040-4020(01)87831-5

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

In MeCN, the direct or mediated cathodic reduction of unactivated ArBr (Ar = 4-biphenyl, 2-fluorenyl, 9-anthryl) in the presence of an equivalent of PhE- (E = Se, Te) leads to ArEPh in interesting isolated yields (53-74 %) by SNR1 substitution. The electrochemical synthesis of 9-phenylchalcogenoanthracene proceeds in better yields in MeCN than in DMSO. The 4,4'-disubstituted biphenyl PhSeC6H4C6H4SePh was prepared in 46 % yield in MeCN whereas its synthesis by photostimulation in liquid ammonia failed. © 1990.

引用

页码：5237 / 5252

页数：16

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