Palladium-catalyzed synthesis of 2-aminoindoles by a heteroanulation reaction

被引:107
作者
Witulski, B [1 ]
Alayrac, C [1 ]
Tevzadze-Saeftel, L [1 ]
机构
[1] Univ Kaiserslautern, Fachbereich Chem, D-67663 Kaiserslautern, Germany
关键词
homogeneous catalysis; indoles; nitrogen heterocycles; palladium; ynamides;
D O I
10.1002/anie.200351977
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Chelates are the key: A conceptually novel indole ring forming reaction through heteroanulation is available through the palladium-catalyzed reaction of N-alkenylanilides with primary or secondary amines. The key feature is the formation of an unprecedented σ,π-chelated palladium species (see scheme); nitrogen nucleophiles can add to the activated alkyne unit of this species to form the indole skeleton. (X = I, Br; HNR2R3= prim. or sec. amine; Ts =tosyl.).
引用
收藏
页码:4257 / 4260
页数:4
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