Synthesis of bicyclic nitrogen compounds via tandem intramolecular Heck cyclization and subsequent trapping of intermediate. pi.-allylpalladium complexes

GD Harris Jr, RJ Herr, SM Weinreb

Index: Harris, G. Davis; Herr, R. Jason; Weinreb, Steven M. Journal of Organic Chemistry, 1993 , vol. 58, # 20 p. 5452 - 5464

Full Text: HTML

Citation Number: 62

Abstract

Intramolecular palladium-mediated three-component cyclizations of substrates containing vinyl halide, olefin, and sulfonamide moieties to generate a diverse group of nitrogen heterocycles have been developed. The methodology has been applied to construction of both fused and bridged bicyclic systems. The strategy can also be used for spirocyclizations. This chemistry involves regiospecific generation of r-allylpalladium complexes via Heck ...

Related Articles:

A new class of cardiotonic agents: structure-activity correlations for natural and synthetic analogs of the alkaloid pumiliotoxin B (8-hydroxy-8-methyl-6-alkylidene-1- …

[Daly; McNeal; Overman; Ellison Journal of Medicinal Chemistry, 1985 , vol. 28, # 4 p. 482 - 486]

Intramolecular metallo-ene-allene reactions. A new carbocycles synthesis

[Meyer, Christophe; Marek, Ilane; Courtemanche, Gilles; Normant, Jean-F. Journal of Organic Chemistry, 1995 , vol. 60, # 4 p. 863 - 871]

Intramolecular carbometallation of grignard reagents having the terminal trimethylsilylacetylene group

[Fujikura, Sadao; Inoue, Masaharu; Utimoto, Kiitiro; Nozaki, Hitosi Tetrahedron Letters, 1984 , vol. 25, # 19 p. 1999 - 2002]

Carbocyclisation of ω-ethylenic propargylic zinc reagents

[Courtemanche, Gilles; Normant, Jean-F. Tetrahedron Letters, 1991 , vol. 32, # 39 p. 5317 - 5320]

More Articles...