4.7 Article

A tandem approach to isoquinolines from 2-azido-3-arylacrylates and α-diazocarbonyl compounds

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 73, Issue 10, Pages 3928-3930

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jo8003259

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2-Azido-3-arylacrylates react with alpha-diazocarbonyl compounds and triphenylphosphine to furnish isoquinolines in 60-92% yields. The tandem process involves a Wolff rearrangement, an aza-Wittig reaction and an electrocyclic ring closure. The procedure is efficient, rapid, and general, and the substrates are readily available.

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