Synlett
DOI: 10.1055/a-2532-6077
letter
Emerging Trends in Organic Chemistry: A Focus on India

One-Pot Pyridinium-Ylide-Assisted Tandem Reaction for the Diastereoselective Synthesis of trans-2,3-Dihydrofuran–Chromone Conjugates

Supratim Das
a   Department of Chemistry, University of Calcutta, 92 APC Road, Kolkata-700009, India
,
Subham Mandal
b   School of Chemical Science, Indian Association for the Cultivation of Science, 2A & 2B Raja S. C Mullick Road, Kolkata-700032, India
,
a   Department of Chemistry, University of Calcutta, 92 APC Road, Kolkata-700009, India
› Author Affiliations
S.P.D. thanks the University Grant Commission (UGC), for his fellowship (SRF). We also are grateful to CAS-V (UGC), Department of Chemistry, University of Calcutta, for funding as a departmental project.


Abstract

An efficient procedure for the preparation of novel fused 2,3-dihydrofuran–chromone conjugates was developed with the assistance of a pyridinium ylide generated in situ. Pyridine, a 3-formylchromone, a cyclohexane-1,3-dione, and a phenacyl bromide, with triethylamine acting as a catalyst, underwent a sequential, one-pot, two-step, tandem reaction that proceeded smoothly in aqueous media. 1H and 13C NMR spectroscopy and single-crystal analysis confirmed the diastereoselective synthesis of trans-2,3-dihydrofurans.

Supporting Information



Publication History

Received: 27 December 2024

Accepted after revision: 04 February 2025

Accepted Manuscript online:
04 February 2025

Article published online:
17 March 2025

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