What question did this study set out to answer?

The aim is to develop a new method for synthesizing dioxazepines using p-QMs and nitrones.

April 12, 2026

Efficient Synthesis of 1,4,2‐Dioxazepines via 4+3 Cyclization of p ‐QMs With In Situ Generated N ‐Electron‐Withdrawing Group Nitrones

Key Points

The aim is to develop a new method for synthesizing dioxazepines using p-QMs and nitrones.
Developed a [4+3] cyclization strategy
Utilized p-QMs and N-(EWG) nitrones generated in situ
Applied mild reaction conditions with broad substrate scope
Successfully synthesized 1,4,2-dioxazepines
Achieved gram-scale production
Expanded synthetic utility of N-(EWG) nitrones

Abstract

ABSTRACT An efficient 4+3 cyclization strategy has been developed that exploits p ‐QMs and N ‐(EWG) nitrones generated in situ from N‐hydroxy(sulfonylmethyl)carbamates, enabling direct access to 1,4,2‐dioxazepines under mild conditions with broad substrate scope and gram‐scale scalability. This work expands the synthetic utility of N ‐(EWG) nitrones and offers a new route to dioxazepines.

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