Pd(0)-catalyzed cross-coupling reactions of 2-indolylzinc halides.: A convenient route to indolo[2,3-α] quinolizidines

被引：4

作者：

Amat, M ^{[1
]}

Llor, N ^{[1
]}

Pshenichnyi, G ^{[1
]}

Bosch, J ^{[1
]}

机构：

[1] Univ Barcelona, Fac Pharm, Organ Chem Lab, E-08028 Barcelona, Spain

来源：

ARKIVOC | 2002年

关键词：

indoloquinolizidine; palladium(0); cross-coupling; zinc; bromopyridine; Pummerer-reaction;

D O I：

10.3998/ark.5550190.0003.509

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The generation of 4-, 5-, and 6-methoxy-3-indolylzinc chlorides 3a-c and their Pd(0)-catalyzed cross-coupling reactions with 2-halopyridines to give 4-, 5-, and 6-methoxy substituted 2-(2-pyridyl) indoles 4a-c is reported. 2-(2-Pyridyl) indole 8 is converted to indolo[2,3-a] quinolizidine 15. The key step is the regioselective cyclization on the indole 3-position of a thionium ion generated by Pummerer reaction from an appropriately substituted 2-(2-piperidyl) indole.

引用

页码：73 / 84

页数：12

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