Issue 69, 2024

Tribromide enabled step-up generation of spirolactams from esters employing oxidative dearomatization of arenols

Abstract

Synthetically challenging spirolactams were developed in good yields and regio-selectivity through a step-up oxidative dearomatization of easily accessible arenols tethered to esters in the presence of quaternary ammonium tribromide as an economic oxidant and amines. The reaction mechanism associated with this unprecedented dearomative lactamisation has been forecasted with a series of controlled experiments and DFT studies.

Graphical abstract: Tribromide enabled step-up generation of spirolactams from esters employing oxidative dearomatization of arenols

Supplementary files

Article information

Article type
Communication
Submitted
24 5 2024
Accepted
30 7 2024
First published
31 7 2024

Chem. Commun., 2024,60, 9206-9209

Tribromide enabled step-up generation of spirolactams from esters employing oxidative dearomatization of arenols

B. Roy, V. Avasare and D. Sarkar, Chem. Commun., 2024, 60, 9206 DOI: 10.1039/D4CC02527J

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