Microwave-Assisted IBX-Mediated One-Pot Four-Component Synthesis of 4-Arylhexahydroquinoline Derivatives from Benzyl Alcohols: A Metal-Free Approach

An operationally convenient microwave-enhanced IBX-mediated one-pot multicomponent reaction has been proposed for the preparation of hexahydrohydoquinoline derivatives from benzyl alcohols, cyclic 1,3-diketones, ammonium acetate, and ethyl acetoacetate. The reaction is likely to involve the oxidatio...

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Bibliographic Details
Published in:Russian journal of organic chemistry 2023-04, Vol.59 (4), p.695-703
Main Authors: Khan, D., Shaily, Maurya, N.
Format: Article
Language:English
Subjects:
Ammonium acetate
Benzaldehyde
Benzyl alcohol
Chemistry
Chemistry and Materials Science
Diketones
Iodine
Organic Chemistry
Oxidation
Reagents
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Summary:An operationally convenient microwave-enhanced IBX-mediated one-pot multicomponent reaction has been proposed for the preparation of hexahydrohydoquinoline derivatives from benzyl alcohols, cyclic 1,3-diketones, ammonium acetate, and ethyl acetoacetate. The reaction is likely to involve the oxidation of benzyl alcohol into benzaldehyde and sequential reactions with other components. o -Iodoxybenzoic acid, a readily available hypervalent iodine(V) reagent, was found to be highly effective for this transformation under eco-friendly environment. Various substituted hexahydroquinoline derivatives were produced in 10 min in up to 96% yield.
ISSN:1070-4280
1608-3393
DOI:10.1134/S107042802304019X