One-pot catalyst-free synthesis of benzopyrroxazine derivatives by a mutually activated sequential annulation process?

Organic & Biomolecular Chemistry Pub Date: 2022-05-18 DOI: 10.1039/D2OB00735E

Abstract

A one-pot catalyst-free reaction of o-hydroxyaryl azomethine ylides, vinyl pyridines and paraformaldehyde for the synthesis of benzopyrroxazines is reported, which offers a straightforward and atom-economical procedure for the preparation of benzopyrroxazine derivatives in moderate to excellent yields under mild conditions. A self-catalyzed [3 + 2] annulation through a mutual activation method and a sequential non-catalyzed [5 + 1] annulation process contribute to this strategy. The corresponding control experiments have been conducted to reveal the mechanism of this reaction.

Graphical abstract: One-pot catalyst-free synthesis of benzopyrroxazine derivatives by a mutually activated sequential annulation process
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