Synthesis 2024; 56(24): 3785-3792
DOI: 10.1055/s-0040-1720134
paper
Recent Advancements in the Chemistry of Diazo Compounds

Synthesis of 3-Substituted Chromones through Photoactivation of Acceptor–Acceptor Diazo Compounds

Prashant Kumar
a   Medicinal & Process Chemistry Division, CSIR-Central Drug Research Institute, Sector 10, Jankipuram extension, Sitapur Road, Lucknow 226031, India
b   Academy of Scientific and Innovative Research (AcSIR), Ghaziabad, 201002, India
,
Asit Kumar
c   Sophisticated Analytical Instrument Facility & Research Division, CSIR-Central Drug Research Institute, Sector 10, Jankipuram extension, Sitapur Road, Lucknow 226031, India
,
Ruchir Kant
d   Biochemistry & Structural Biology Division, CSIR-Central Drug Research Institute, Sector 10, Jankipuram extension, Sitapur Road, Lucknow 226031, India
,
Sanjeev K. Shukla
b   Academy of Scientific and Innovative Research (AcSIR), Ghaziabad, 201002, India
c   Sophisticated Analytical Instrument Facility & Research Division, CSIR-Central Drug Research Institute, Sector 10, Jankipuram extension, Sitapur Road, Lucknow 226031, India
,
a   Medicinal & Process Chemistry Division, CSIR-Central Drug Research Institute, Sector 10, Jankipuram extension, Sitapur Road, Lucknow 226031, India
b   Academy of Scientific and Innovative Research (AcSIR), Ghaziabad, 201002, India
› Author Affiliations
P.K. thanks DST-SERB for the project fellowship. A.K. is thankful to the Council of Scientific and Industrial Research, India (CSIR) for providing the research fellowship. We sincerely acknowledge the Department of Science & Technology-Science & Engineering Research Board (DST-SERB), New Delhi for the financial support (Project ref. No.: SPF/2023/000085).


Abstract

We report the photocatalytic alkylation of o-hydroxyarylenaminones with acceptor–acceptor diazo compounds to access 3-alkyl chromones. The reaction involves triplet sensitization of the diazo substrate via energy transfer from the photosensitizer. The notable features of the protocol are operational simplicity, wide substrate scope, and generally high yields of the products.

Supporting Information



Publication History

Received: 19 July 2024

Accepted after revision: 08 August 2024

Article published online:
04 September 2024

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