Synthesis of α,β-Unsaturated Ketones by Rhodium-Catalyzed Carbonylative Arylation of Internal Alkynes with Arylboronic Acids

被引:11
|
作者
Kus, Melih [1 ]
Artok, Oezge Aksin [1 ]
Ziyanak, Firat [1 ]
Artok, Levent [1 ]
机构
[1] Izmir Inst Technol, Fac Sci, Dept Chem, TR-35430 Izmir, Turkey
关键词
carbonylation; boron; rhodium; enones; alkynes;
D O I
10.1055/s-2008-1078047
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The Rh-catalyzed reaction of arylboronic acids with internal alkynes under a CO atmosphere in the presence of an acid additive afforded alpha,beta-unsaturated ketones as the major products. Hydroacylation of internal alkynes, except in the case of diaryl acetylenes, proceeded in syn fashion, yielding the E-configured isomer. A mixture of E- and Z-isomers was obtained with diphenyl acetylene. Reactions were also highly regioselective for various nonsymmetric alkynes.
引用
收藏
页码:2587 / 2592
页数:6
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