Unexpected migration of a benzoyl group in the intramolecular Wittig reaction of o-acyloxybenzylidenephosphoranes with benzoyl chlorides: One-pot synthesis of isomeric 3-benzoyl-2-phenylbenzofurans

Michela Begala
Primo
;Giovanna Lucia Delogu
Ultimo
2020-01-01

Abstract

The reaction of o-acyloxybenzylidenetriphenylphosphoranes with substituted benzoyl chlorides in an aprotic solvent led, together with the expected 2-phenylbenzofuran, to isomeric 3-benzoyl-2-phenylbenzofuran derivatives. This result formally corresponds to intramolecular migration of the benzoyl group from the ortho oxygen atom to the ylide carbanion via cyclization and ring opening of the starting o-acyloxybenzylidenetriphenylphosphoranes.
2020
2020
Inglese
TETRAHEDRON LETTERS
61
4
WOS:000521512800009
2-s2.0-85078138432
https://www.sciencedirect.com/science/article/pii/S0040403920300472?via=ihub
Esperti anonimi
internazionale
scientifica
Wittig reaction Phosphoranes 2-phenylbenzofurans 3-aroylbenzofurans
no
Begala, Michela; Mancinelli, Michele; Delogu, GIOVANNA LUCIA
1.1 Articolo in rivista
info:eu-repo/semantics/article
1 Contributo su Rivista::1.1 Articolo in rivista
262
3
open
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