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


ABSTRACT: Photolysis of aryl azides to give nitrenes, and their subsequent rearrangement in the presence of water to give 3H-azepinones, is performed in continuous flow in a photoreactor constructed of fluorinated ethylene polymer (FEP) tubing. Fine tuning of the reaction conditions using the flow reactor allowed minimization of secondary photochemical reactions.

SUBMITTER: Bou-Hamdan FR 

PROVIDER: S-EPMC3167900 | biostudies-literature | 2011

REPOSITORIES: biostudies-literature

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

Bou-Hamdan Farhan R FR   Lévesque François F   O'Brien Alexander G AG   Seeberger Peter H PH  

Beilstein journal of organic chemistry 20110817


Photolysis of aryl azides to give nitrenes, and their subsequent rearrangement in the presence of water to give 3H-azepinones, is performed in continuous flow in a photoreactor constructed of fluorinated ethylene polymer (FEP) tubing. Fine tuning of the reaction conditions using the flow reactor allowed minimization of secondary photochemical reactions. ...[more]

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