Palladium-Catalyzed Cascade Reactions of 1-(3-Arylprop-2-ynyloxy)-2-bromo Benzene Derivatives with Organoboron Compounds

被引:33
作者
Arcadi, Antonio [1 ]
Blesi, Federico [1 ]
Cocchi, Sandro [2 ]
Fabrizi, Giancarlo [2 ]
Goggiamani, Antonella [2 ]
Marinelli, Fabio [1 ]
机构
[1] Univ Aquila, Dipartimento Sci Fis & Chem, I-67010 Coppito, AQ, Italy
[2] Univ Rome, Dipartimento Chim & Tecnol Farm, I-00185 Rome, Italy
关键词
SUZUKI-MIYAURA; STEREOSELECTIVE-SYNTHESIS; COUPLING REACTIONS; DOMINO REACTIONS; H ACTIVATION; CYCLIZATION; INSERTION; ACCESS; CYCLOCARBOPALLADATION; HYDROARYLATION;
D O I
10.1021/jo400503f
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Applications of the cascade cyclocarbopalladation reaction followed by Suzuki-Miyaura coupling reactions of the readily available aryl-substituted propargylic aryl ethers with arylboronic acid and potassium trans-beta-styryltrifluoroborate accomplish a new versatile entry in the synthesis of benzofuran derivatives. Notably, a new approach to the challenging synthesis of C3 functionalized 2-unsubstituted benzofurans has been developed by a cyclocarbopalladation/cross-coupling/aromatization process.
引用
收藏
页码:4490 / 4498
页数:9
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