Manganese-catalyzed cascade annulations of alkyne-tethered N-alkoxyamides: synthesis of polycyclic isoquinolin-1(2H)-ones

Org Biomol Chem. 2019 Dec 28;17(48):10167-10171. doi: 10.1039/c9ob02364j. Epub 2019 Nov 29.

Abstract

A strategy for the synthesis of isoxazolidine/1,2-oxazinane-fused isoquinolin-1(2H)-ones from alkyne-tethered N-alkoxyamides is described, in which cheap Mn(acac)2 is used as a catalyst to facilitate a radical cascade annulation. The method features mild conditions, additive-free reaction and broad substrate scope. It is the first example via manganese/air catalytic systems to construct isoquinolin-1(2H)-one heterocycles.

Publication types

  • Research Support, Non-U.S. Gov't