Unsymmetrical diaryl ketones from electron-rich heterocyclic
arenes. Poupaert, Jacques H.; Depreux, Patrick;
McCurdy, Christopher R. School of Pharmacy,
Universite Catholique de Louvain, Brussels,
Belg. Monatshefte fuer Chemie (2003),
134(6), 823-830. CODEN: MOCMB7 ISSN: 0026-9247.
Journal written in English. CAN
140:27776 AN 2003:620417 CAPLUS
Abstract
AlCl3-mediated chlorocarbonylation of a first arene by oxalyl chloride
followed by in situ Friedel-Crafts acylation of a second electron-rich
arene expeditiously provides, in a one-pot procedure, either sym. or
unsym. benzophenones, i.e., I (X = O, S; R = Me, benzyl) and II (X = O,
S, CH2; R = H, Me; Y = H, Cl), with yields ranging from 17-52%.
Best results are obtained when the more activated substrate is used as
the second arene. Another advantage is that the resultant
benzophenone ppts. from the reaction mixt. allowing facile workup.
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Indexing -- Section 28-7 (Heterocyclic Compounds (More Than One
Hetero Atom)
Section cross-reference(s): 27