铂催化未活化烯烃与仲烷基胺的分子内氢胺化反应。

Platinum-catalyzed intramolecular hydroamination of unactivated olefins with secondary alkylamines.

作者信息

Bender Christopher F, Widenhoefer Ross A

机构信息

P M Gross Chemical Laboratory, Duke University, Durham, North Carolina 27708-0346, USA.

出版信息

J Am Chem Soc. 2005 Feb 2;127(4):1070-1. doi: 10.1021/ja043278q.

DOI:10.1021/ja043278q

PMID:15669824

Abstract

Reaction of benzyl-2,2-diphenyl-4-pentenylamine with a catalytic 1:2 mixture of [PtCl2(H2C=CH2)]2 (2.5 mol %) and PPh3 in dioxane at 120 degrees C for 16 h led to isolation of 1-benzyl-2-methyl-4,4-diphenylpyrrolidine in 75% yield. A number of gamma- and delta-amino olefins underwent intramolecular hydroamination to form the corresponding pyrrolidine derivatives in moderate to good yield. The reaction displayed excellent functional group compatibility and low moisture sensitivity.

摘要

苄基-2,2-二苯基-4-戊烯胺与[PtCl2(H2C=CH2)]2（2.5摩尔%）和三苯基膦以1:2的催化混合物在120℃的二氧六环中反应16小时，得到产率为75%的1-苄基-2-甲基-4,4-二苯基吡咯烷。许多γ-和δ-氨基烯烃进行分子内氢胺化反应，以中等至良好的产率形成相应的吡咯烷衍生物。该反应表现出优异的官能团兼容性和低湿度敏感性。