Simple and Direct sp3 C-H Bond Arylation of Tetrahydroisoquinolines and Isochromans via 2,3-Dichloro-5,6-dicyano-1,4-benzoquinone Oxidation under Mild Conditions

被引:96
作者
Muramatsu, Wataru [1 ]
Nakano, Kimihiro [1 ]
Li, Chao-Jun [2 ]
机构
[1] Nagasaki Univ, Grad Sch Biomed Sci, Nagasaki 8528521, Japan
[2] McGill Univ, Dept Chem, Montreal, PQ H3A 0B8, Canada
关键词
SOLIFENACIN SUCCINATE; BENZYLIC ALCOHOLS; CITRININ DIMERS; FUNCTIONALIZATION; DERIVATIVES; EFFICIENT; FUNGUS; ACID;
D O I
10.1021/ol401534g
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ)-mediated sp(3) C-H bond arylation of tetrahydroisoquinolines and isochromans is described. The corresponding products were facilely synthesized via a simple nucleophilic addition reaction between readily available aryl Grignard reagents and iminium (or oxonium) cations generated in situ by DDQ oxidation of tetrahydroisoquinolines (or isochromans) under mild conditions.
引用
收藏
页码:3650 / 3653
页数:4
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