Palladium Catalyzed Regioselective C4-Arylation and Olefination of Indoles and Azaindoles

被引:70
作者
Thrimurtulu, Neetipalli [1 ]
Dey, Arnab [1 ]
Singh, Anurag [1 ]
Pal, Kuntal [1 ]
Maiti, Debabrata [1 ]
Volla, Chandra M. R. [1 ]
机构
[1] Indian Inst Technol, Dept Chem, Mumbai 400076, Maharashtra, India
关键词
C-H activation; Palladium; Transient directing group; Indoles; Regioselective; C-H ACTIVATION; TRANSIENT DIRECTING GROUP; DIRECT ARYLATION; FUNCTIONALIZATION; ALDEHYDES; BENZALDEHYDES; ALKENYLATION; FLUORENONES; SILYLATION; ALKYLATION;
D O I
10.1002/adsc.201801378
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
A convergent strategy for the synthesis of biologically relevant C4-substituted indole scaffolds was demonstrated using Pd(II)-catalyzed remote C-H functionalization of indoles and azaindoles. The reaction displays high regioselectivity for the C4-position of indole-3-carbaldehydes using glycine as an inexpensive transient directing group. Notable features of this transformation include the selective formation of six-membered palladacyle and excellent functional group tolerance.
引用
收藏
页码:1441 / 1446
页数:6
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