Cascade Annulation Strategy for Expeditious Assembly of Hydroxybenzo[]chromen-6-ones and Their Photophysical Property Studies.

J Org Chem

Department of Chemistry and State Key Laboratory of Synthetic Chemistry, The Chinese University of Hong Kong, New Territories, Shatin, Hong Kong, P. R. China.

Published: December 2023

A 1,8-diazabicyclo[5.4.0]undec-7-ene-promoted cascade double-annulation of -alkynyl quinone methide (in situ generated from modular propargylamine) for constructing of 2-aryl-4-hydroxybenzo[]chromen-6-ones is developed. This synthetic strategy offers remarkable operational simplicity as it allows the use of benchtop-grade solvents without the need for predrying measures and inert atmosphere protection. Additionally, it demonstrates good functional group compatibility. The photophysical properties of these compounds were also examined, revealing bright fluorescence with high quantum yields.

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http://dx.doi.org/10.1021/acs.joc.3c02188DOI Listing

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