INDOLES FROM O-NITROSTYRENES . SYNTHESIS AND REACTIONS OF 2-INDOLYL 4-PIPERIDYLMETHYL KETONE

被引：26

作者：

SUNDBERG, RJ

机构：

[1] Department of Chemistry, Cobb Chemical Laboratory, University of Virginia, Charlottesville, Virginia

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1968年 / 33卷 / 02期

关键词：

D O I：

10.1021/jo01266a002

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The synthesis of the title compound 1, a 2-acylindole which is structurally related to the 2-acylindole alkaloids, via deoxygenation of the appropriate o-nitrostyrene, is reported. Subsequent chemical reactions of 1 include its conversion in three steps to 2-(2-quinuclidinyl)indole. Thedeoxygenations of two 2-[2-(o-nitrophenyl)- vinyl]-1,3-dioxolanes are described.The products of these reactions have beenfound to include products of fragmentation and rearrangement processes as well as the expected indole derivatives. © 1968, American Chemical Society. All rights reserved.

引用

页码：487 / &

共 35 条

[1]

Alberti C., 1959, GAZZ CHIM ITAL, V89, P1033

[2] NOVEL SYNTHESIS OF HETEROCYCLIC KETONES [J].