Abstract
A simple and efficient approach to the synthesis of (carbazolylamino)furan-2(5H )-one derivatives by the three-component reaction
of 3-aminocarbazoles, dialkyl acetylenedicarboxylates and aromatic/heterocyclic
aldehydes was developed. Further, we describe an ionic liquid mediated,
one-pot three-component strategy to synthesize carbazolyltetrahydropyrimidine
derivatives from 3-aminocarbazoles, formaldehyde and dialkyl acetylenedicarboxylates.
Key words
multicomponent reactions - furan-2(5H )-ones - tetrahydropyrimidines - heteroarylcarbazoles - ionic
liquids
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15 The crystal data of compounds 4a and 6b have
been deposited with the Cambridge Crystallographic Data Centre as
supplementary publication nos. CCDC 808976 (4a )
and 808977 (6b ). Copies of the data can
be obtained, free of charge, on application to CCDC, 12 Union Road,
Cambridge CB2 1EZ, UK [Fax: +44(1223)336033; E-mail: deposit@ccdc.cam.ac.uk
or via http://www.ccdc.cam.ac.uk/data_request/cif.
Compound 4a : C27 H23 N3 O6 ;
unit cell parameters: a = 8.5722(18) Å, b = 9.8231(18) Å, c = 15.607(3) Å, α = 73.836(16)˚, β = 74.258(18)˚, γ = 76.080(17)˚,
space group P 1. Compound 6b : C36 H34 N4 O4 ;
unit cell parameters: a = 8.9790(6) Å, b = 12.9073(8) Å, c = 15.8140(10) Å, α = 85.908(5)˚, β = 73.556(6)˚, γ = 76.731(6)˚,
space group P 1.
