A Photochemical Route to 2‑Substituted Benzo[b]furans

2-Substituted benzo[b]furans were synthesized by a one-step metal-free photochemical reaction between 2-chlorophenol derivatives and terminal alkynes by tandem formation of an aryl-C and a C–O bond via an aryl cation intermediate. The mild conditions and the application to chlorophenols rather of...

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Veröffentlicht in:	Journal of organic chemistry 2012-08, Vol.77 (15), p.6473-6479
Hauptverfasser:	Protti, Stefano, Fagnoni, Maurizio, Albini, Angelo
Format:	Artikel
Sprache:	eng
Schlagworte:	Benzofurans - chemical synthesis Benzofurans - chemistry Chemistry Exact sciences and technology General and physical chemistry Heterocyclic compounds Heterocyclic compounds with o, s, se, te hetero atom and condensed derivatives Molecular Structure Organic chemistry Photochemical Processes Photochemistry Physical chemistry of induced reactions (with radiations, particles and ultrasonics) Preparations and properties Quantum Theory
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Beschreibung
Zusammenfassung:	2-Substituted benzo[b]furans were synthesized by a one-step metal-free photochemical reaction between 2-chlorophenol derivatives and terminal alkynes by tandem formation of an aryl-C and a C–O bond via an aryl cation intermediate. The mild conditions and the application to chlorophenols rather of the more expensive bromo or iodo analogues makes this procedure environmentally convenient.
ISSN:	0022-3263 1520-6904
DOI:	10.1021/jo3010183