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Synthesis of Substituted Oxazoles from N-Benzyl Propargyl Amines and Acid Chlorides

von Wachenfeldt, Henrik LU ; Paulsen, Filip ; Sundin, Anders LU and Strand, Daniel LU (2013) In European Journal of Organic Chemistry 2013(21). p.4578-4585
Abstract
The reaction between N-benzylpropargylamines and acid chlorides at elevated temperatures provides efficient, direct access to a variety of di- and tri-substituted oxazoles. The versatility of this reaction is explored and 21 examples are demonstrated. The usefulness of the methodology is showcased through the short and efficient formal syntheses of medicinally relevant drugs aleglitazar and romazarit.
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author
organization
publishing date
type
Contribution to journal
publication status
published
subject
keywords
Synthetic methods, Cyclization, Heterocycles, Microwave chemistry
in
European Journal of Organic Chemistry
volume
2013
issue
21
pages
4578 - 4585
publisher
John Wiley & Sons
external identifiers
  • wos:000321573300020
  • scopus:84880042084
ISSN
1434-193X
DOI
10.1002/ejoc.201300285
language
English
LU publication?
yes
id
c1b130f6-e161-4afb-8053-ca3e6041aea5 (old id 3975926)
date added to LUP
2016-04-01 11:09:01
date last changed
2020-01-12 07:22:26
@article{c1b130f6-e161-4afb-8053-ca3e6041aea5,
  abstract     = {The reaction between N-benzylpropargylamines and acid chlorides at elevated temperatures provides efficient, direct access to a variety of di- and tri-substituted oxazoles. The versatility of this reaction is explored and 21 examples are demonstrated. The usefulness of the methodology is showcased through the short and efficient formal syntheses of medicinally relevant drugs aleglitazar and romazarit.},
  author       = {von Wachenfeldt, Henrik and Paulsen, Filip and Sundin, Anders and Strand, Daniel},
  issn         = {1434-193X},
  language     = {eng},
  number       = {21},
  pages        = {4578--4585},
  publisher    = {John Wiley & Sons},
  series       = {European Journal of Organic Chemistry},
  title        = {Synthesis of Substituted Oxazoles from N-Benzyl Propargyl Amines and Acid Chlorides},
  url          = {http://dx.doi.org/10.1002/ejoc.201300285},
  doi          = {10.1002/ejoc.201300285},
  volume       = {2013},
  year         = {2013},
}