Synthesis of 2,3-Disubstituted 1,4-Naphthoquinones via Metal-Free C(sp2)-H Functionalization Followed by Suzuki Cross-Coupling Reactions

被引：7

作者：

Borah, Ashwini ^{[1
,2
]}

Sharma, Abhilash ^{[1
,2
]}

Hazarika, Hemanta ^{[1
,2
]}

Gogoi, Pranjal ^{[1
,2
]}

机构：

[1] CSIR, North East Inst Sci & Technol, Appl Organ Chem Grp, Chem Sci & Technol Div, Jorhat 785006, Assam, India

[2] Acad Sci & Innovat Res AcSIR, CSIR NEIST Campus, Jorhat, Assam, India

来源：

CHEMISTRYSELECT | 2017年 / 2卷 / 31期

关键词：

Benzoylation; C(sp2)-H Functionalization; Metal-free; 1,4-Naphthoquinone; Suzuki-Cross Coupling; C-H FUNCTIONALIZATION; FRIEDEL-CRAFTS ACYLATION; DIRECT ARYLATION; ARYL; NAPHTHOQUINONES; DERIVATIVES; QUINONES; PHOTOCHEMISTRY; IDENTIFICATION; GENERATION;

D O I：

10.1002/slct.201702404

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A synthetic strategy has been developed for the synthesis of 2,3-disubstituted-1,4-naphthoquinones. This synthetic protocol consists of metal-free tert-Butyl hydroperoxide (TBHP)-mediated oxidative benzoylation followed by Pd-catalyzed Suzukicross coupling reactions. Benzaldehyde, benzylalcohol and toluene were efficiently used as benzoyl radical source for the benzoylation of 1,4-naphthoquinones. By this protocol, a wide range of 1,4-naphthoquinones with different substitution patterns were efficiently prepared in a sequential way with good to excellent yields.

引用

页码：9999 / 10003

页数：5

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