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Title: Mannich reactions of alkynes: mechanistic insights and the role of sub-stoichiometric amounts of alkynylcopper(I) compounds in the catalytic cycle
Authors: Buckley, Benjamin R.
Khan, Amna N.
Heaney, Harry
Keywords: Alkynes
Mannich bases
Mechanistic studies
Multicomponent reactions
Propargylamines
Issue Date: 2012
Publisher: © Wiley-VCH Verlag GmbH&Co. KGaA, Weinheim
Citation: BUCKLEY, B.R., KHAN, A.N. and HEANEY, H., 2012. Mannich reactions of alkynes: mechanistic insights and the role of sub-stoichiometric amounts of alkynylcopper(I) compounds in the catalytic cycle. Chemistry - A European Journal, 18 (13), pp. 3855 - 3858.
Abstract: Yellow polymeric alkynylcopper(I) compounds observed in the three-component Mannich reactions of alkynes, secondary amines and aldehydes are shown to be pre-catalysts that give rise to catalytic copper(I) alkyne complexes by interaction with secondary amines (see scheme). Interaction of these complexes with iminium ions (formed from aldehydes or their equivalents, including CH2Cl2), results in the formation of Mannich bases in high yields.
Description: This article is closed access.
Sponsor: The authors are grateful to The Higher Education Commission of Pakistan and Loughborough University for research funding. B. R. B. also thanks Research Councils UK for a RCUK fellowship.
Version: Accepted for publication
DOI: 10.1002/chem.201103987
URI: https://dspace.lboro.ac.uk/2134/16568
Publisher Link: http://dx.doi.org/10.1002/chem.201103987
ISSN: 0947-6539
Appears in Collections:Closed Access (Chemistry)

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