Rhodium-Catalyzed Dehydrogenative Coupling of Phenylheteroarenes with Alkynes or Alkenes

被引：35
作者：
Iitsuka, Tomonori [1 ]
Hirano, Koji [1 ]
Satoh, Tetsuya [1 ,2 ]
Miura, Masahiro [1 ]
机构：
[1] Osaka Univ, Fac Engn, Dept Appl Chem, Suita, Osaka 5650871, Japan
[2] JST, ACT C, Kawaguchi, Saitama 3320012, Japan
来源：
JOURNAL OF ORGANIC CHEMISTRY | 2015年 / 80卷 / 05期
关键词：
H BOND FUNCTIONALIZATION; ONE-POT SYNTHESIS; C-H; INTERNAL ALKYNES; OXIDATIVE ANNULATIONS; BUILDING-BLOCK; ACTIVATION; ARYLATION; CARBON; EFFICIENT;
D O I：
10.1021/acs.joc.5b00155
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Benzo-fused tri- to heptacyclic heteroarenes were effectively constructed by the rhodium-catalyzed dehydrogenative coupling of phenylheteroarenes with alkynes. Using alkenes as coupling partners, dehydrogenative alkenylation took place selectively on the phenyl moiety of phenylheteroarenes. Several experiments with deuterium-labeled substrates indicated that double C-H bond cleavages take place even in the reaction with alkenes.
引用
收藏
页码：2804 / 2814
页数：11
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