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Synlett
DOI: 10.1055/a-2752-7750
Letter

A Concise and Sequential Synthetic Approach for Constructing [1,3]oxazino[3,2-a]indolyl chalcones from 2-oxindole

Authors

  • Kannadasan Sathananthan 

    1   Chemistry, Vellore Institute of Technology, Vellore, India (Ringgold ID: RIN30026)

  • Sanjay Kamaraj

    2   Chemistry, Vellore Institute of Technology, vellore, India (Ringgold ID: RIN30026)

Supported by: Faculty Seed Grant (RGEMS), VIT Vellore VIT SEED GRANT No.: SG20250056
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A base-promoted, transition metal-free sequential synthesis of 3,4-dihydro-2H-oxazino[3,2-a]indole-10-carbaldehyde and its chalcone analogues is reported. The fused oxazinoindole framework was efficiently constructed from 2-chloro-1H-indole-3-carbaldehyde and 3-halopropanol through an N-alkylation followed by intramolecular cyclization. Subsequent Claisen–Schmidt condensation of the resulting carbaldehyde with various substituted acetophenone derivatives under basic conditions afforded the corresponding chalcone analogues in good to excellent yields. All the compound were characterised by various spectroscopic techniques.



Publication History

Received: 11 September 2025

Accepted after revision: 20 November 2025

Accepted Manuscript online:
20 November 2025

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