Expeditious Synthesis of Isoquinolones and Isocoumarins with a Vinyl Borane as an Acetylene Equivalent. Issue 24 (26th July 2016)

• Record Type: Journal Article
• Authors: Toure, Momar; Jaime‐Figueroa, Saul; Burslem, George M.; Crews, Craig M.
• Is Part Of: European journal of organic chemistry. Issue 24(2016)
• Page Start: 4171
• Page End: 4175
• Publication Date: 2016-07-26
• Subjects: Natural products -- Nitrogen heterocycles -- Oxygen heterocycles -- Alkaloids -- Synthetic methods -- C–C coupling; Chemistry, Organic -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1002/ejoc.201600575
• Languages: English
• ISSNs: 1434-193X

Abstract

Abstract : An innovative and simple expeditious synthesis of 3, 4‐unsubstituted isoquinolones and isocoumarins starting from a 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. Abstract : An innovative and simple two‐step high yielding synthesis of isoquinolones and isocoumarins starting from safe and easy‐to‐handle substrates is reported. The synthetic potential of this method was further demonstrated in the facile three steps and high yielding total synthesis of two naturally occurring alkaloids, corydaldine and doryanine.