Synthesis of new derivatives of a representative o-quinone scaffold by reduction at the electrode

被引：11

作者：

Batanero, Belen ^{[1
]}

Barba, Fructuoso ^{[1
]}

Ranz, Fernando ^{[1
]}

Barba, Isidoro ^{[1
]}

Elinson, Michail N. ^{[2
]}

机构：

[1] Univ Alcala de Henares, Dept Organ Chem, Madrid 28871, Spain

[2] ND Zelinskii Inst Organ Chem, Moscow 119991, Russia

来源：

TETRAHEDRON | 2012年 / 68卷 / 30期

关键词：

Cathodic reduction; 9,10-Phenanthrenequinone; Hydrogen abstraction; Radical coupling; Diazonium salt; METHYL;

D O I：

10.1016/j.tet.2012.05.042

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The concomitant electrochemical reduction of 9,10-phenanthrenequinone and benzenediazonium tetrafluoroborate, under constant potential conditions (-0.5 V vs Ag/Ag+), has been performed in different organic solvents. An interesting entry to new C-C radical coupling products is here described. Another cathodic pathway where the anion radical intermediate acts as an EGB is also described. The electrochemical behaviour of both systems and mechanistic proposals are given. (C) 2012 Elsevier Ltd. All rights reserved.

引用

页码：5979 / 5983

页数：5

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