The reaction ofo-acyloxybenzylidenetriphenylphosphoranes with substituted benzoyl chlorides in anaprotic solvent led, together with the expected 2-phenylbenzofuran, to isomeric 3-benzoyl-2-phenylben-zofuran derivatives. This result formally corresponds to intramolecular migration of the benzoyl groupfrom theorthooxygen atom to the ylide carbanionviacyclization and ring opening of the startingo-acyloxybenzylidenetriphenylphosphoranes
Begala, M., Mancinelli, M., Delogu, G.L. (2020). 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. TETRAHEDRON LETTERS, 61(12), 1-4 [10.1016/j.tetlet.2020.151634].
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
Mancinelli, MicheleMembro del Collaboration Group
;
2020
Abstract
The reaction ofo-acyloxybenzylidenetriphenylphosphoranes with substituted benzoyl chlorides in anaprotic solvent led, together with the expected 2-phenylbenzofuran, to isomeric 3-benzoyl-2-phenylben-zofuran derivatives. This result formally corresponds to intramolecular migration of the benzoyl groupfrom theorthooxygen atom to the ylide carbanionviacyclization and ring opening of the startingo-acyloxybenzylidenetriphenylphosphoranes| File | Dimensione | Formato | |
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Unexpected migration of a benzoyl group in the intramolecular Wittig reaction of o-acyloxybenzylidenephosphoranes with benzoyl chlorides.pdf
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