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Addition of grignard reagents to aryl acid chlorides: an efficient synthesis of aryl ketones.

Authors :
Wang XJ
Zhang L
Sun X
Xu Y
Krishnamurthy D
Senanayake CH
Source :
Organic letters [Org Lett] 2005 Dec 08; Vol. 7 (25), pp. 5593-5.
Publication Year :
2005

Abstract

[chemical reaction: see text]. Direct addition of Grignard reagents to acid chlorides in the presence of bis[2-(N,N-dimethylamino)ethyl] ether proceeds selectively to provide aryl ketones in high yields. A possible tridentate interaction between Grignard reagents and bis[2-(N,N-dimethylamino)ethyl] ether moderates the reactivity of Grignard reagents, preventing the newly formed ketones from nucleophilic addition by Grignard reagents.

Details

Language :
English
ISSN :
1523-7060
Volume :
7
Issue :
25
Database :
MEDLINE
Journal :
Organic letters
Publication Type :
Academic Journal
Accession number :
16320999
Full Text :
https://doi.org/10.1021/ol052150q