Iridium-catalyzed selective N-allylation of hydrazines

Robert Matunas, Amy J. Lai and Chulbom Lee*

*Department of Chemistry, Princeton University, Princeton, NJ 08544, USA, Email: cbleeprinceton.edu

R. Matunas, A. J. Lai, C. Lee, Tetrahedron, 2005, 61, 6298-9308.

DOI: 10.1016/j.tet.2005.03.105

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Abstract

A highly chemo- and regioselective allylic amination 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.

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Key Words

Iridium, Catalysis, Hydrazones, Hydrazides, Hydrazines, Amination, Allylation

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ID: J72-Y2005-2960