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A practical one pot synthesis of novel 2-hydroxy-4-chromanone derivatives from 3-formylchromone

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Abstract

A one pot synthesis of 4-chromanone derivatives (5a–j) is described using Zn[(L)(Proline)]2 as catalyst in aqueous media. The compounds have been characterized on the basis of elemental and spectral data (IR, 1H NMR and mass). The advantages of this protocol include high yields, mild reaction conditions, environmentally benign and simple operational procedure. The use of water as solvent and Zn[(L)proline]2 as recyclable, non-toxic catalyst make such synthesis a truly green process.

An ecofriendly synthetic route has been developed for the synthesis of 2-hydroxy-4-chromanone derivatives (5a–j) in excellent yields employing 3-formylchromone (1) and primary aromatic amines (2a–j) in the presence of non-toxic, green Zn[(L)proline]2 catalyst in water. The catalyst is recyclable and shows activity up to three cycles.

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Acknowledgements

Financial assistance in the form of major research project [F.No. 37-15/2009 (SR)] and Special Assiatance Programme scheme (Departmental Research Support Phase I) from the University Grants Commission, New Delhi, is gratefully acknowledged. The authors would also like to thank Sophisticated Analytical Instruments Facility, Central Drug Research Institute, Lucknow for spectral data.

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  1. Department of Chemistry, Aligarh Muslim University, Aligarh, 202 002, India

    ZEBA N SIDDIQUI & FARHEEN FAROOQ

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  1. ZEBA N SIDDIQUI
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  2. FARHEEN FAROOQ
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Correspondence to ZEBA N SIDDIQUI.

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SIDDIQUI, Z.N., FAROOQ, F. A practical one pot synthesis of novel 2-hydroxy-4-chromanone derivatives from 3-formylchromone. J Chem Sci 124, 1097–1105 (2012). https://doi.org/10.1007/s12039-012-0300-y

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  • DOI: https://doi.org/10.1007/s12039-012-0300-y

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