Iridium-catalyzed selective N-allylation of hydrazines

被引：27

作者：

Matunas, R ^{[1
]}

Lai, AJ ^{[1
]}

Lee, C ^{[1
]}

机构：

[1] Princeton Univ, Dept Chem, Princeton, NJ 08544 USA

来源：

TETRAHEDRON | 2005年 / 61卷 / 26期

关键词：

iridium; catalysis; hydrazones; hydrazides; hydrazines; amination;

D O I：

10.1016/j.tet.2005.03.105

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A highly chemo- and regioselective iridium-catalyzed allylic amination is described. The reaction of various hydrazones and hydrazides with allylic carbonates proceeds at ambient temperature in the presence of an [Ir(COD)Cl](2)/pyridine catalyst, ammonium iodide. and diethylzinc to afford the corresponding N-allylation products in high yields with excellent chemo- and regioselectivities. Only the more nucleophilic nitrogen of a given hydrazine, derivative undergoes the C-N bond formation to yield a branched allylic isomer as the exclusive product. (c) 2005 Elsevier Ltd. All rights reserved.

引用

页码：6298 / 6308

页数：11

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