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

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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.

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Journal

Journal ID (iso-abbrev): J. Org. Chem.

Title: The Journal of organic chemistry

Publisher: American Chemical Society (ACS)

ISSN (Electronic): 1520-6904

ISSN (Print): 0022-3263

Publication date (Electronic): Jan 18 2013

Volume: 78

Issue: 2

Affiliations

[1 ] Department of Chemistry and State Key Laboratory of Elemento-organic Chemistry, Nankai University, Tianjin, 300071, China.

Article

DOI: 10.1021/jo302451b

PubMed ID: 23245488

SO-VID: 998dd95e-6131-492a-b719-b5c3920e7dda

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