A Regioselective Metal-Free Construction of 3‑Aroyl Coumarins by Csp2‑H Functionalization

A successive metal-free TBHP-mediated regioselective C–H functionalization of coumarins toward expedient synthesis of 3-aroyl coumarins is unveiled. The ongoing method conducted through the reaction of either coumarins or coumarin-3-carboxylic acids with aromatic aldehydes. The optimized reaction co...

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Veröffentlicht in:Journal of organic chemistry 2016-12, Vol.81 (23), p.11982-11986
Hauptverfasser: Jafarpour, Farnaz, Abbasnia, Masoumeh
Format: Artikel
Sprache:eng
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Zusammenfassung:A successive metal-free TBHP-mediated regioselective C–H functionalization of coumarins toward expedient synthesis of 3-aroyl coumarins is unveiled. The ongoing method conducted through the reaction of either coumarins or coumarin-3-carboxylic acids with aromatic aldehydes. The optimized reaction condition also worked well with benzyl alcohols and styrenes as surrogates for aldehydes, which bear latent carbonyl functionality.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.6b02051