PEG 400 as a Reusable Solvent
for 1,4-Dipolar Cycloadditions via a Three-Component Reaction

B. V. Subba Reddy; D. Somashekar; A. Mallikarjun Reddy; J. S. Yadav; Balasubramanian Sridhar

doi:10.1055/s-0029-1218762

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Synthesis 2010(12): 2069-2074
DOI: 10.1055/s-0029-1218762

PAPER

PEG 400 as a Reusable Solvent for 1,4-Dipolar Cycloadditions via a Three-Component Reaction

B. V. Subba Reddy*^a, D. Somashekar^a, A. Mallikarjun Reddy^a, J. S. Yadav^a, Balasubramanian Sridhar^b
^a Division of Organic Chemistry, Indian Institute of Chemical Technology, Hyderabad 500607, India
Fax: +91(40)27160512; E: ;
^b Laboratory of X-ray Crystallography, Indian Institute of Chemical Technology, Hyderabad 500607, India

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Publication History

Received 4 March 2010
Publication Date:
29 April 2010 (online)

Abstract
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Abstract

Isocyanides, dialkyl acetylenedicarboxylates, and α,β-unsaturated aldehydes undergo smooth condensation in poly(ethylene glycol) (PEG 400) to afford the corresponding styrylfuran derivatives in good yields. This method provides a convenient route for a wide range of styrylfurans in a one-pot operation via a three-component reaction. The solvent can be recycled and reused for further reactions.

Key words

poly(ethylene glycol) - three-component reaction - zwitterions - styrylfurans

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