金催化的 1,6-二炔的串联环化反应由内部 N-和 O-亲核试剂引发。

Gold-catalyzed tandem cyclizations of 1,6-diynes triggered by internal N- and O-nucleophiles.

机构信息

Department of Chemistry, Norwegian University of Science and Technology, 7491 Trondheim, Norway.

出版信息

J Org Chem. 2010 Jul 2;75(13):4542-53. doi: 10.1021/jo100712d.

PMID:20509613

Abstract

Investigations on gold-catalyzed tandem cyclization reactions of 1,6-diynes, tethered to nucleophilic functionalities such as amine, carboxylic acid, amide, and sulfonamide, are reported. The ability of such substrates to undergo tandem cyclization, triggered by internal nucleophiles, has been examined. Depending on the substrate, the catalytic system, and reaction conditions, different regioisomers of monocyclic and bridged bicyclic products were obtained.

摘要

本文报道了金催化的 1,6-二炔与亲核官能团（如胺、羧酸、酰胺和磺酰胺）连接的串联环化反应的研究。考察了此类底物在内部亲核试剂引发下进行串联环化的能力。根据底物、催化体系和反应条件的不同，得到了单环和桥连双环产物的不同区域异构体。