Bismuth Triflate-Catalyzed Friedel-Crafts Acylations of Sydnones

Friedel-Crafts acylations of various 3-arylsydnones at the C4 position have been achieved in good yields using 4 equivalents of an alkyl anhydride and 25 mol% each of bismuth triflate and lithium perchlorate in anhydrous acetonitrile at 95 °C. Acylations appear to be faster with arylsydnones bearing...

Full description

Saved in:

Bibliographic Details
Published in:	Synthetic communications Vol. 42; no. 21; pp. 3220 - 3229
Main Authors:	Mahoney, Jennifer, Turnbull, Kenneth, Cubberley, Mark
Format:	Journal Article
Language:	English
Published:	Philadelphia Taylor & Francis Group 01-11-2012 Taylor & Francis Ltd
Subjects:	Acylation Friedel-Crafts mesoionic compounds sydnones
Online Access:	Get full text
Tags:	Add Tag No Tags, Be the first to tag this record!

Description
Summary:	Friedel-Crafts acylations of various 3-arylsydnones at the C4 position have been achieved in good yields using 4 equivalents of an alkyl anhydride and 25 mol% each of bismuth triflate and lithium perchlorate in anhydrous acetonitrile at 95 °C. Acylations appear to be faster with arylsydnones bearing electron-donating moieties and sterically unencumbered anhydrides.
ISSN:	0039-7911 1532-2432
DOI:	10.1080/00397911.2011.580070