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One-pot Michael addition–oxidation reaction for the synthesis of coumarin–chromene hybrid compounds from 4-hydroxycoumarin and 3-nitro-2-phenyl-2H-chromene

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Abstract

An efficient and mild method for coumarin–chromene hybrid compounds involving Michael addition of 4-hydroxycoumarin with 3-nitro-2-phenyl-2H-chromene followed by aerial oxidation has been developed. Out of several bases screened for the above reaction, a few furnished the desired compounds in moderate-to good yields. Several hybrids of 4-hydroxycoumarin and 3-nitro-2-phenyl-2H-chromene were obtained following an easy-to-handle non-aqueous work-up procedure without chromatographic separation.

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Acknowledgments

Financial support from the DST to SN (fast track grant SR/FT/CS-139/2011) to SRM (fast Track grant SB/FT/CS-87/2012) and from the UGC to SN (major project 42-276/2013) are gratefully acknowledged. The authors acknowledge the National Institute of Science Education and Research, Bhubaneswar for NMR facility. Also the author thanks to Prof. A.C. Das (Retired Prof. Utkal University) for scientific discussion.

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Authors and Affiliations

  1. Organic Synthesis Laboratory, Lab No-180, Department of Chemistry, Ravenshaw University, Cuttack, 753003, Odisha, India

    Seetaram Mohapatra, Sujitlal Bhakta, Subhendu Chakroborty, Manisha Tripathy & Sabita Nayak

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  1. Seetaram Mohapatra
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  2. Sujitlal Bhakta
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  3. Subhendu Chakroborty
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  4. Manisha Tripathy
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  5. Sabita Nayak
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Correspondence to Seetaram Mohapatra.

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Mohapatra, S., Bhakta, S., Chakroborty, S. et al. One-pot Michael addition–oxidation reaction for the synthesis of coumarin–chromene hybrid compounds from 4-hydroxycoumarin and 3-nitro-2-phenyl-2H-chromene. Res Chem Intermed 41, 7799–7813 (2015). https://doi.org/10.1007/s11164-014-1860-x

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