Metal Triflate-Catalyzed Friedel-Crafts Acetylation of 3-Phenylsydnone

Friedel-Crafts acetylation at the 4-position of 3-phenylsydnone (1) was achieved via thermal heating overnight in moderate to good yields by employing various metal triflate catalysts (5-20 mol%), lithium perchlorate (0-20 mol%), and acetic anhydride (4 equivalents) using either acetonitrile or acet...

Full description

Saved in:

Bibliographic Details
Published in:	Synthetic communications Vol. 43; no. 12; pp. 1626 - 1632
Main Authors:	Balaguer, Amanda, Selhorst, Ryan, Turnbull, Kenneth
Format:	Journal Article
Language:	English
Published:	Philadelphia Taylor & Francis Group 18-06-2013 Taylor & Francis Ltd
Subjects:	Acetylation Friedel-Crafts metal triflates sydnones
Online Access:	Get full text
Tags:	Add Tag No Tags, Be the first to tag this record!

Description
Summary:	Friedel-Crafts acetylation at the 4-position of 3-phenylsydnone (1) was achieved via thermal heating overnight in moderate to good yields by employing various metal triflate catalysts (5-20 mol%), lithium perchlorate (0-20 mol%), and acetic anhydride (4 equivalents) using either acetonitrile or acetic anhydride, in excess, as solvent. Six commercially available, homogeneous metal triflate catalysts were investigated, and optimal conditions were determined. The best yields overall were achieved with indium triflate. Supplemental materials are available for this article. Go to the publisher's online edition of Synthetic Communications ® to view the free supplemental file.
ISSN:	0039-7911 1532-2432
DOI:	10.1080/00397911.2012.657384