Two-Carbon Ring Expansion of Bicyclic Aziridines to Oxazocines via Aryne Insertion into a σ C‒N bond

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This is a Experimental Study study.

Daniel S. Rampon; Tuấn Anh Trịnh; Yicheng Pan; Sierra A. Thein; Jacob W. Kailing; Ilia A. Guzei; Israel Fernández; Jennifer M. Schomaker

doi:10.1039/d5sc04998a

January 1, 2025Chemical ScienceOpen Access

Two-Carbon Ring Expansion of Bicyclic Aziridines to Oxazocines via Aryne Insertion into a σ C‒N bond

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Key Points

The method efficiently creates oxazocines from bicyclic aziridines through aryne insertion into C‒N bonds.
Oxazocines, which are medium-sized N,O-heterocycles, are increasingly sought for their bioactive properties.
The research highlights a new strategy to improve the representation of oxazocines in chemical libraries.
This innovative approach may enhance the functionalization options for bioactive compounds, broadening their applications.

Implication

This method shows the rapid preparation of oxazocines from bicyclic aziridines, indicating potential for bioactive compounds.

Abstract

Oxazocines are medium-sized N , O -heterocycles that are motifs in reported bioactive compounds; thus, methods for their rapid preparation and functionalization are of significant interest, particularly to increase their representation in current...

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Cite This Study

Rampon et al. (2025) studied this question.

synapsesocial.com/papers/68d461cb31b076d99fa613af https://doi.org/10.1039/d5sc04998a

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Two-Carbon Ring Expansion of Bicyclic Aziridines to Oxazocines via Aryne Insertion into a σ C‒N bond

Key Points

Implication

Abstract

Discussion

Cite This Study

Two-Carbon Ring Expansion of Bicyclic Aziridines to Oxazocines via Aryne Insertion into a σ C‒N bond

Key Points

Implication

Abstract

Discussion

Cite This Study

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