Synthesis of Stilbene and Distyrylbenzene Derivatives through Rhodium-Catalyzed Ortho-Olefination and Decarboxylation of Benzoic Acids

被引:176
作者
Mochida, Satoshi [1 ]
Hirano, Koji [1 ]
Satoh, Tetsuya [1 ]
Miura, Masahiro [1 ]
机构
[1] Osaka Univ, Fac Engn, Dept Appl Chem, Suita, Osaka 5650871, Japan
关键词
H BOND ACTIVATION; AROMATIC CARBOXYLATE SALTS; BENT-CORE COMPOUND; C-H; BIARYL SYNTHESIS; CONJUGATED POLYMERS; ORGANIC-SYNTHESIS; ROOM-TEMPERATURE; DIRECT ARYLATION; ARYL HALIDES;
D O I
10.1021/ol1027392
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Ortho-substituted benzoic acids efficiently undergo precisely ordered ortho-olefination/decarboxylation upon treatment with styrenes in the presence of a rhodium catalyst and silver salt oxidant to afford the corresponding meta-substituted stilbene derivatives. The selective syntheses of 1,3- and 1,4-distyrylbenzenes have also been realized through the reactions of simple benzoic acid and phthalic acid, respectively, with styrene under similar conditions.
引用
收藏
页码:5776 / 5779
页数:4
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