N1-Selective Oxidative C ∼ N Coupling of Azoles with Pyrroles Using a Hypervalent Iodine Reagent

被引:27
作者
Morimoto, Koji [1 ]
Ohnishi, Yusuke [1 ]
Nakamura, Akira [1 ]
Sakamoto, Kazuma [1 ]
Dohi, Toshifumi [1 ]
Kita, Yasuyuki [1 ]
机构
[1] Ritsumeikan Univ, Coll Pharmaceut Sci, Kusatsu, Shiga 5258577, Japan
基金
日本学术振兴会;
关键词
azoles; indoles; iodine; oxidation; pyrroles; H BOND FUNCTIONALIZATION; CARBONYL-COMPOUNDS; ESTROGEN-RECEPTOR; CROSS-COUPLINGS; CHEMISTRY; INDOLES; REGIOSELECTIVITY; ORGANOCATALYSIS; TRANSANNULATION; CYCLOADDITION;
D O I
10.1002/ajoc.201400027
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A method for coupling azoles with pyrroles and related compounds using a hypervalent iodine reagent has been developed. The oxidative coupling to produce the CN bond directly from CH and NH bonds is attractive in view of sustainable chemistry by avoiding prefunctionalization of the substrates. Notably, the reactions are found to be N-1-selective at the azoles and tolerant of a broad range of substrates and functional groups.
引用
收藏
页码:382 / 386
页数:5
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