Cart
Letter
Preparation of α-Haloacrylate Derivatives via Dimethyl Sulfoxide-Mediated Selective Dehydrohalogenation
Full Text HTML
Hi-Res PDFPurchase the full-text
- PDF/HTML,
figures/images,
references and tables,
(where available)
Section:Abstract
Dimethyl sulfoxide causes α,β-dihalopropanoate derivatives to undergo efficient, selective dehydrohalogenation to form α-haloacrylate analogues. A variety of α-halo Michael acceptors were prepared in dimethyl sulfoxide under mild, base-free conditions, including the preparation of α-bromoacrolein and α-chloro- and bromoacrylonitriles. Synthesis of these molecules has been reported in the literature to be difficult. Among all the existing dehydrohalogenation procedures, this protocol is the most facile, practical, and environmentally benign process.
Citing Articles
Citation data is made available by participants in CrossRef's Cited-by Linking service. For a more comprehensive list of citations to this article, users are encouraged to perform a search in SciFinder.
This article has been cited by 1 ACS Journal articles (1 most recent appear below).
Mechanistic Pathways in CF3COOH-Mediated Deacetalization Reactions
Wei Li, Jianchang Li, Yuchuan Wu, Nathan Fuller and Michelle A. MarkusThe Journal of Organic Chemistry2010 75 (4), 1077-1086Mechanistic Pathways in CF3COOH-Mediated Deacetalization Reactions
Wei Li, Jianchang Li, Yuchuan Wu, Nathan Fuller and Michelle A. MarkusThe Journal of Organic Chemistry2010 75 (4), 1077-1086It has been widely accepted that both the protection of carbonyls and the deprotection of acetals and ketals involve the participation of a water molecule: formation of acetals and ketals is a dehydration process, whereas the deprotection is often ...
Tools
-
Add to Favorites
-
Download Citation
-
Email a Colleague -
Permalink
Order Reprints
Rights & Permissions
Citation Alerts
History
- Published In Issue October 25, 2007
- Received August 28, 2007
ACS
Network
Facebook
Tweet This
CiteULike
Newsvine
Digg This
Delicious
