TFA/TBHP-promoted oxidative cyclisation for the construction of tetracyclic quinazolinones and rutaecarpine?

Organic Chemistry Frontiers Pub Date: 2020-05-26 DOI: 10.1039/D0QO00345J

Abstract

An efficient TFA/TBHP-promoted oxidative cyclisation of readily available isatins with 1,2,3,4-tetrahydroisoquinolines has been firstly developed. This protocol features simple operation, metal-free conditions and broad substrate scope. Under mild conditions, a wide range of tetracyclic quinazolinones were obtained in a highly efficient manner. Moreover, the potential utility of this strategy was demonstrated by one-step synthesis of a natural alkaloid Rutaecarpin.

Graphical abstract: TFA/TBHP-promoted oxidative cyclisation for the construction of tetracyclic quinazolinones and rutaecarpine
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