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
收藏
页码：2076 / 2087
页数：12
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