Multicomponent reactions involving zwitterionic intermediates for the construction of heterocyclic systems: one pot synthesis of aminofurans and iminolactones

Nair, Vijay ; Unni Vinod, A. ; Abhilash, N. ; Menon, Rajeev S. ; Santhi, V. ; Luxmi Varma, R. ; Viji, S. ; Mathew, Saumini ; Srinivas, R. (2003) Multicomponent reactions involving zwitterionic intermediates for the construction of heterocyclic systems: one pot synthesis of aminofurans and iminolactones Tetrahedron, 59 (51). pp. 10279-10286. ISSN 0040-4020

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Official URL: http://www.sciencedirect.com/science/article/pii/S...

Related URL: http://dx.doi.org/10.1016/j.tet.2003.10.052

Abstract

The reaction of 1:1 zwitterionic intermediate generated in situ from dimethyl acetylenedicarboxylate (DMAD) and cyclohexyl isocyanide with aldehydes and quinones is described. The reaction of stoichiometric amounts of DMAD, isocyanide and aldehydes afforded 2-aminofurans in good yields, while the reaction with quinones gave iminolactones.

Item Type:Article
Source:Copyright of this article belongs to Elsevier Science.
Keywords:Isocyanides; Multicomponent Reactions; Dimethyl Acetylenedicarboxylate; Aldehydes
ID Code:84112
Deposited On:24 Feb 2012 06:08
Last Modified:24 Feb 2012 06:08

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