Journal
ACS SUSTAINABLE CHEMISTRY & ENGINEERING
Volume 1, Issue 1, Pages 174-179Publisher
AMER CHEMICAL SOC
DOI: 10.1021/sc3000866
Keywords
Multicomponent reaction; Solvent-free synthesis; Aminocyclodextrin; Tetrahydrobenzo[b]pyrans; Supra molecular reusable catalyst
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Funding
- University Grants Commission, New Delhi, India [10-2(5)/2007(i)-E.U.II]
- DST under FIST
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An efficient three-component reaction of aromatic aldehyde, 1,3-cyclohexanedione/dimedone, and malononitrile was developed, for the first time, using per-6-amino-beta-cyclodextrin, as a supramolecular host for aldehydes and an efficient base catalyst, which produced various substituted 2-amino-4H-benzo[b]pyrans in good to excellent yields, under solvent-free conditions. The catalyst can be reused at least three times without any marked change in its catalytic activity. Other remarkable features include a much milder procedure, a shorter reaction time, a wide range of functional group tolerance, and absence of any tedious workup or purification. This procedure also avoids hazardous reagents/solvents and is thus an eco-friendly alternative to the existing methods.
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