1901-78-6Relevant academic research and scientific papers
REDUCTION PAR LES SELS CHROMEUX DE BROMURES BENZYLIQUES ORTHO-O-ACYLES AVEC TRANSPOSITION DU GROUPEMENT ACYLE DE L'ESTER: ACCES AUX ORTHO-HYDROXYBENZYL CETONES NON MASQUEES ET UNE NOUVELLE PREPARATION DE BENZO(B)FURANNES SUBSTITUES EN POSITION-2
Ledoussal, B.,Gorgues, A.,Coq, A. Le
, p. 5841 - 5852 (2007/10/02)
The ?-bonded organochromium (III) complexes resulting from the reduction of ortho-O-acyl benzylic bromides 1 with CrCl2 undergo an 1,5-transposition of the ester acyl functional group which allows, through selected experimental conditions either a selective access to the unmasked ortho-hydroxybenzyl ketones 2 or a new preparation of the 2-substituted benzofurans 3.The scope and limitations of the method are presented.
Chromium(II) Salt mediated Reductive Transposition of an Ester Acyl Group in ortho-O-Acyl Benzylic Bromides: a Ready Access to Unmasked ortho-Hydroxybenzyl Ketones and a New Route to Benzofurans
Ledoussal, Benoit,Gorgues, Alain,Coq, Andre Le
, p. 171 - 172 (2007/10/02)
The mono-ο-bonded organochromium(III) complexes (A) derived from (1) rearrange internally into (B) through an acyl ester group transposition, selected experimental conditions allowing either a good access to the unmasked ortho-hydroxybenzyl ketones (2) or a new route to the 2-substituted benzofurans (3).
