^t BuO₂H/Cu(acac)₂-Mediated Intramolecular Oxidative Lactonization of o-Allyl Arylaldehydes: Synthesis of 1-Oxoisochromans

Abstract

A concise route for the ^t BuO₂H/Cu(acac)₂-mediated synthesis of 1-oxoisochromans is described. This includes: (i) oxidation of oxygenated o-allyl arylaldehydes and (ii) sequential intramolecular lactonization of the resulting olefin-containing benzoic acids. A plausible mechanism is proposed and discussed.

Key words

^t BuO₂H - Cu(acac)₂ - 1-oxoisochromans - intramolecular oxidative annulation - o-allyl arylaldehydes

Publication History

Received: 14 July 2020

Accepted after revision: 14 August 2020

Article published online:
29 September 2020

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