金（I）催化的未活化炔丙基环丙烷的环扩张反应，在磺酰胺存在下生成（E）-2-烷基亚甲基环丁胺。

Gold(I)-catalyzed ring expansions of unactivated alkynylcyclopropanes to (e)-2-alkylidenecyclobutanamines in the presence of sulfonamides.

机构信息

Beijing National Laboratory for Molecular Sciences (BNLMS), Key Laboratory of Bioorganic Chemistry and Molecular Engineering of Ministry of Education, College of Chemistry, Peking University, Beijing 100871, China.

出版信息

Org Lett. 2010 Feb 19;12(4):804-7. doi: 10.1021/ol9028786.

DOI:10.1021/ol9028786

PMID:20078090

Abstract

The ring expansion of cyclopropane derivatives provides a powerful method to construct synthetically useful four-membered carbocycles. Herein, a new type of gold(I)-catalyzed ring expansion of an unactivated alkynylcyclopropane/sulfonamide trapping strategy to (E)-2-alkylidenecyclobutanamines was described. The reaction tolerates a range of aryl and alkyl substituents with moderate to good yields.

摘要

环丙烷衍生物的环扩大反应为构建具有合成用途的四元碳环提供了一种强大的方法。本文描述了一种新型的金（I）催化的未活化炔基环丙烷/磺酰胺捕获策略的环扩大反应，可得到（E）-2-亚烷基环丁胺。该反应可耐受一系列芳基和烷基取代基，产率中等至良好。