Visible Light-Induced Regioselective Cycloaddition of Benzoyl Azides and Alkenes to Yield Oxazolines

Peter Bellotti; Julien Brocus; Fatima El Orf; Mohamed Selkti; Burkhard König; Philippe Belmont; Etienne Brachet

doi:10.1021/acs.joc.9b00568

Visible Light-Induced Regioselective Cycloaddition of Benzoyl Azides and Alkenes to Yield Oxazolines

Peter Bellotti
, Julien Brocus
, Fatima El Orf
, Mohamed Selkti
, Burkhard König
, Philippe Belmont
, Etienne Brachet

Research output: Contribution to journal › Article › peer-review

35 Scopus citations

Abstract

Visible light catalysis allows the regioselective synthesis of oxazolines in high yields. The mild photosensitized manifold leverages the intermolecular formation of oxazolines with a wide functional group tolerance on both benzoyl azides and alkenes partners. Mechanistic investigations suggest the sensitization of the azide moiety as the key activation step.

Original language	English (US)
Pages (from-to)	6278-6285
Number of pages	8
Journal	Journal of Organic Chemistry
Volume	84
Issue number	10
DOIs	https://doi.org/10.1021/acs.joc.9b00568
State	Published - May 17 2019
Externally published	Yes

ASJC Scopus subject areas

Organic Chemistry

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title = "Visible Light-Induced Regioselective Cycloaddition of Benzoyl Azides and Alkenes to Yield Oxazolines",

abstract = "Visible light catalysis allows the regioselective synthesis of oxazolines in high yields. The mild photosensitized manifold leverages the intermolecular formation of oxazolines with a wide functional group tolerance on both benzoyl azides and alkenes partners. Mechanistic investigations suggest the sensitization of the azide moiety as the key activation step.",

author = "Peter Bellotti and Julien Brocus and \{El Orf\}, Fatima and Mohamed Selkti and Burkhard K{\"o}nig and Philippe Belmont and Etienne Brachet",

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doi = "10.1021/acs.joc.9b00568",

language = "English (US)",

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T1 - Visible Light-Induced Regioselective Cycloaddition of Benzoyl Azides and Alkenes to Yield Oxazolines

AU - Bellotti, Peter

AU - Brocus, Julien

AU - El Orf, Fatima

AU - Selkti, Mohamed

AU - König, Burkhard

AU - Belmont, Philippe

AU - Brachet, Etienne

PY - 2019/5/17

Y1 - 2019/5/17

N2 - Visible light catalysis allows the regioselective synthesis of oxazolines in high yields. The mild photosensitized manifold leverages the intermolecular formation of oxazolines with a wide functional group tolerance on both benzoyl azides and alkenes partners. Mechanistic investigations suggest the sensitization of the azide moiety as the key activation step.

AB - Visible light catalysis allows the regioselective synthesis of oxazolines in high yields. The mild photosensitized manifold leverages the intermolecular formation of oxazolines with a wide functional group tolerance on both benzoyl azides and alkenes partners. Mechanistic investigations suggest the sensitization of the azide moiety as the key activation step.

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DO - 10.1021/acs.joc.9b00568

M3 - Article

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AN - SCOPUS:85065822923

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Visible Light-Induced Regioselective Cycloaddition of Benzoyl Azides and Alkenes to Yield Oxazolines

Abstract

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