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Catalytic Nazarov reaction of aryl vinyl ketones via binary acid strategy.

Authors :
Xi ZG
Zhu L
Luo S
Cheng JP
Source :
The Journal of organic chemistry [J Org Chem] 2013 Jan 18; Vol. 78 (2), pp. 606-13. Date of Electronic Publication: 2012 Dec 28.
Publication Year :
2013

Abstract

We describe herein a viable binary acid strategy for the catalytic Nazarov reaction of aryl vinyl ketones. Simply combining a Lewis acid and a Brønsted acid led to a dramatic enhancement of the catalytic activity in the Nazarov reaction of aryl vinyl β-ketoesters. The obtained optimal binary acid catalyst In(OTf)(3)/diphenyl phosphoric acid (DPP) can be applied to a range of aryl vinyl ketones with good activity. A trend of reactivity has also been summarized on the basis of mapping of the substituents.

Details

Language :
English
ISSN :
1520-6904
Volume :
78
Issue :
2
Database :
MEDLINE
Journal :
The Journal of organic chemistry
Publication Type :
Academic Journal
Accession number :
23245488
Full Text :
https://doi.org/10.1021/jo302451b