Coumarin to Isocoumarin: One-Pot Synthesis of 3-Substituted Isocoumarins from 4-Hydroxycoumarins and Benzyne Precursors

• DOI: 10.1021/acs.orglett.7b00027
• Publication Date: 2017-01-17T23:07:56Z
• Authors: Kashmiri Neog; Dhiraj Dutta; Babulal Das; Pranjal Gogoi
• Keywords: Isocoumarins; Isocoumarins; Aryne

A novel transition-metal-free direct synthesis of 3-substituted isocoumarin from 4-hydroxycoumarin and a benzyne precursor is developed. This synthetic strategy proceeds via C–O C–C bond cleavage as well formations in single reaction vessel by simple treatment with CsF the absence catalyst. methodology affords moderate to good yields isocoumarins tolerant variety functional groups including halide.