Continuous flow photolysis of aryl azides: Preparation of 3H-azepinones
2011

Continuous Flow Photolysis of Aryl Azides to Make 3H-Azepinones

publication Evidence: moderate

Author Information

Author(s): Bou-Hamdan Farhan R, Lévesque François, O'Brien Alexander G, Seeberger Peter H, Kirschning Andreas

Primary Institution: Max Planck Institute of Colloids and Interfaces

Hypothesis

Can continuous flow techniques improve the synthesis of 3H-azepinones from aryl azides?

Conclusion

The study successfully developed a continuous flow method for synthesizing 3H-azepinones with improved yields and selectivity.

Supporting Evidence

  • The continuous flow method allows for better control of reaction conditions.
  • Using a flow reactor minimizes secondary photochemical reactions.
  • The study achieved a 90% conversion of starting azide to 3H-azepinone under optimized conditions.

Takeaway

This study shows how to make a special type of chemical called 3H-azepinones using a continuous flow process, which is like a factory that makes things faster and better.

Methodology

The researchers used a 14 mL photoreactor made from fluorinated ethylene polymer tubing to perform continuous flow photolysis of aryl azides.

Limitations

The yields were variable, and some substrates decomposed under the reaction conditions.

Digital Object Identifier (DOI)

10.3762/bjoc.7.129

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