1,4 - 戊二烯基 - 3 - 磺酰胺：“不利”自由基级联环化反应的骨架

1,4-pentadienyl-3-sulfonamides: frameworks for "disfavored" radical cascade cyclizations.

作者信息

Bommezijn S, Martin C G, Kennedy A R, Lizos D, Murphy J A

机构信息

Department of Pure and Applied Chemistry, University of Strathclyde, 295 Cathedral Street, Glasgow G1 1XL, UK.

出版信息

Org Lett. 2001 Oct 18;3(21):3405-7. doi: 10.1021/ol0166449.

DOI:10.1021/ol0166449

PMID:11594845

Abstract

[reaction: see text]. 1,4-pentadienyl-3-sulfonamides afford products including those resulting from disfavored 5-endo-trig reactions when subjected to radical cyclization conditions. Products resulting from pathways featuring 4-exo-trig cyclizations are also detected, even when the 4-exo-trig reaction leads to a highly strained bicyclo[3.2.0] ring system.

摘要

[反应：见正文]。1,4-戊二烯基-3-磺酰胺在自由基环化条件下会生成包括那些由不利的5-内型-三环化反应产生的产物。即使4-外型-三环化反应会导致高度张力的双环[3.2.0]环系，也能检测到由以4-外型-三环化反应为特征的途径产生的产物。