N-Heterocyclic Carbene (NHC)–Copper(I) Complexes as Catalysts for A³ Reactions

Abstract

The use of easily synthesized NHC–Cu(I) complexes for the preparation of a variety of propargylamines through an A³ ­coupling scheme is described.

Key words

N-heterocyclic carbine - copper - homogeneous catalysis - multicomponent reaction - green chemistry

• References and Notes

• 1 Current address: Department of Chemistry, University of Sussex, Brighton, BN1 9QJ, UK.
• 2 Multicomponent Reactions . Zhu J, Bienaymé H. Wiley-VCH; Weinheim: 2005

Some recent reviews on MCR:
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• 15 Representative Example: 1-(1-Cyclohexyl-3-phenyl-2-propynyl)piperidine (4) ¹H NMR (300 MHz, CDCl₃): δ = 0.89–1.11 (m, 2 H), 1.15–1.35 (m, 3 H), 1.45–1.50 (m, 2 H), 1.57–1.72 (m, 6 H), 1.78–1.82 (m, 2 H), 2.05–2.17 (m, 2 H), 2.40–2.46 (m, 2 H), 2.63–2.70 (m, 2 H), 3.13 (d, J = 9.9 Hz, 1 H), 7.29–7.35 (m, 3 H), 7.45–7.48 (m, 2 H). ¹³C{¹H} NMR (75 MHz, CDCl₃): δ = 26.7, 26.1, 26.3, 26.8, 30.4, 31.3, 39.6, 64.3, 86.1, 87.7, 123.8, 127.5, 128.1, 131.7.