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European J Org Chem. 2016 Aug;2016(24):4171-4175. doi: 10.1002/ejoc.201600575. Epub 2016 Jul 26.

Expeditious Synthesis of Isoquinolones and Isocoumarins with a Vinyl Borane as an Acetylene Equivalent.

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1
Departments of Chemistry; Molecular, Cellular & Developmental Biology; Pharmacology, Yale University, New Haven, Connecticut 06511, United States.

Abstract

An innovative and simple expeditious synthesis of 3,4-unsubstituted isoquinolones and isocoumarins starting from safe and easy to handle two-carbon acetylene equivalent was developed. The synthetic potential of this new method was further demonstrated in the facile total synthesis of two naturally occurring alkaloids: corydaldine and doryanine.

KEYWORDS:

Suzuki coupling; boronate; isocoumarin; isoquinolone; vinyl ether

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