SIMPLE, COPPER(I)-CATALYZED OXIDATION OF BENZYLIC/ALLYLIC ALCOHOLS TO CARBONYL COMPOUNDS: SYNTHESIS OF FUNCTIONALIZED CINNAMATES IN ONE POT

被引：3

作者：

Reddy, Alavala Gopi Krishna ^{[1
]}

Mahendar, Lodi ^{[1
]}

Satyanarayana, Gedu ^{[1
]}

机构：

[1] Indian Inst Technol, Dept Chem, Hyderabad, Andhra Pradesh, India

来源：

SYNTHETIC COMMUNICATIONS | 2014年 / 44卷 / 14期

关键词：

Allylic alcohols; benzylic alcohols; carbonyl compounds; cinnamates; Cu]-catalysis; oxidation; SELECTIVE AEROBIC OXIDATION; COPPER-CATALYZED OXIDATION; HARTWIG ALPHA-ARYLATION; O BONDS FORMATION; SECONDARY ALCOHOLS; HIGHLY EFFICIENT; C-O; PYRIDINIUM CHLOROCHROMATE; DIMETHYL-SULFOXIDE; MANGANESE-DIOXIDE;

D O I：

10.1080/00397911.2013.879389

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An environmentally benign [Cu(I)]-catalyzed oxidation of activated (benzylic/allylic) alcohols to the corresponding carbonyl compounds is presented. Interestingly, the reaction was also compatible with benzylic alcohols containing ortho-bromo substituents on the aromatic ring without competing with the expected intermolecular Buchwald coupling. Significantly, the catalytic system enables the synthesis of cinnamate-esters in a sequential domino one-pot fashion via oxidation followed by Wittig-Horner protocol.

引用

页码：2076 / 2087

页数：12

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