金（III）卟啉催化的联烯酮环异构化反应。

Gold(III) porphyrin-catalyzed cycloisomerization of allenones.

作者信息

Zhou Cong-Ying, Chan Philip Wai Hong, Che Chi-Ming

机构信息

Department of Chemistry, The University of Hong Kong, Hong Kong.

出版信息

Org Lett. 2006 Jan 19;8(2):325-8. doi: 10.1021/ol052696c.

DOI:10.1021/ol052696c

PMID:16408906

Abstract

[reaction: see text] Gold(III) porphyrin-catalyzed cycloisomerization of allenones gave the corresponding furans in good to excellent yields (up to 98%) and with quantitative substrate conversions. By recovering the Au(III) catalyst, a recyclable catalytic system is developed with over 8300 product turnovers attained for the cycloisomerization of 1-phenyl-buta-2,3-dien-1-one. The versatility of the gold(III) porphyrin catalyst was exemplified by its application to the hydroamination and hydration of phenylacetylene in 73% and 87% yield, respectively.

摘要

[反应：见正文] 金（III）卟啉催化的联烯酮环异构化反应以良好至优异的产率（高达98%）得到相应的呋喃，且底物转化率达到定量。通过回收金（III）催化剂，开发了一种可循环催化体系，对于1-苯基-丁-2,3-二烯-1-酮的环异构化反应，产物周转次数超过8300次。金（III）卟啉催化剂的多功能性体现在其分别应用于苯乙炔的氢胺化反应和水合反应时，产率分别为73%和87%。