Catalytic Three-Component Domino Reaction for the Preparation of Trisubstituted Oxazoles.
(2013) In Chemistry: A European Journal 19(24). p.7982-7988- Abstract
- Multicomponent reactions are attractive for assembling functionalized heterocyclic compounds. To this end, an efficient gold-catalyzed three-component domino reaction to form oxazoles directly from imines, alkynes, and acid chlorides is presented. The reaction proceeds in a single synthetic step by using a gold(III)-N,N'-ethylenebis(salicylimine) (salen) catalyst to give trisubstituted oxazoles in up to 96 % yield. The substrate scope, a mechanistic study exploring the role of the gold catalyst, and the synthetic applications of the oxazole products are discussed.
Please use this url to cite or link to this publication:
https://lup.lub.lu.se/record/3733701
- author
- von Wachenfeldt, Henrik LU ; Röse, Philipp ; Paulsen, Filip ; Loganathan, Nagarajan LU and Strand, Daniel LU
- organization
- publishing date
- 2013
- type
- Contribution to journal
- publication status
- published
- subject
- in
- Chemistry: A European Journal
- volume
- 19
- issue
- 24
- pages
- 7982 - 7988
- publisher
- Wiley-Blackwell
- external identifiers
-
- wos:000319825500039
- pmid:23592540
- scopus:84878534854
- pmid:23592540
- ISSN
- 1521-3765
- DOI
- 10.1002/chem.201300019
- language
- English
- LU publication?
- yes
- id
- 2a326523-90c3-476c-ac99-a821e698e73e (old id 3733701)
- date added to LUP
- 2016-04-01 10:51:27
- date last changed
- 2022-05-06 02:06:12
@article{2a326523-90c3-476c-ac99-a821e698e73e, abstract = {{Multicomponent reactions are attractive for assembling functionalized heterocyclic compounds. To this end, an efficient gold-catalyzed three-component domino reaction to form oxazoles directly from imines, alkynes, and acid chlorides is presented. The reaction proceeds in a single synthetic step by using a gold(III)-N,N'-ethylenebis(salicylimine) (salen) catalyst to give trisubstituted oxazoles in up to 96 % yield. The substrate scope, a mechanistic study exploring the role of the gold catalyst, and the synthetic applications of the oxazole products are discussed.}}, author = {{von Wachenfeldt, Henrik and Röse, Philipp and Paulsen, Filip and Loganathan, Nagarajan and Strand, Daniel}}, issn = {{1521-3765}}, language = {{eng}}, number = {{24}}, pages = {{7982--7988}}, publisher = {{Wiley-Blackwell}}, series = {{Chemistry: A European Journal}}, title = {{Catalytic Three-Component Domino Reaction for the Preparation of Trisubstituted Oxazoles.}}, url = {{http://dx.doi.org/10.1002/chem.201300019}}, doi = {{10.1002/chem.201300019}}, volume = {{19}}, year = {{2013}}, }