Photocatalyzed ortho-Alkylation of Pyridine N-Oxides through Alkene Cleavage

Wang Zhou; Tomoya Miura; Masahiro Murakami

doi:10.1002/anie.201801305

Photocatalyzed ortho-Alkylation of Pyridine N-Oxides through Alkene Cleavage

Wang Zhou, Tomoya Miura, Masahiro Murakami

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

60 Citations (Scopus)

Abstract

A photocatalyzed reaction of pyridine N-oxides with alkenes gives ortho-alkylated pyridines with cleavage of the carbon–carbon double bond. Benzyl and secondary alkyl groups are incorporated at the ortho position of pyridines in one pot.

Original language	English
Pages (from-to)	5139-5142
Number of pages	4
Journal	Angewandte Chemie - International Edition
Volume	57
Issue number	18
DOIs	https://doi.org/10.1002/anie.201801305
Publication status	Published - Apr 23 2018
Externally published	Yes

Keywords

C−C bond cleavage
alkenes
ortho-alkylation
photocatalysis
pyridine N-oxides

ASJC Scopus subject areas

Catalysis
Chemistry(all)

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10.1002/anie.201801305

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title = "Photocatalyzed ortho-Alkylation of Pyridine N-Oxides through Alkene Cleavage",

abstract = "A photocatalyzed reaction of pyridine N-oxides with alkenes gives ortho-alkylated pyridines with cleavage of the carbon–carbon double bond. Benzyl and secondary alkyl groups are incorporated at the ortho position of pyridines in one pot.",

keywords = "C−C bond cleavage, alkenes, ortho-alkylation, photocatalysis, pyridine N-oxides",

author = "Wang Zhou and Tomoya Miura and Masahiro Murakami",

note = "Funding Information: This work was supported in part by Grants-in-Aid for Scientific Research (S) (JP15H05756) and (C) (JP16K05694) from MEXT and JST ACT-C Grant Number JPMJCR12Z9, Japan. W.Z. acknowledges a JSPS postdoctoral fellowship for foreign researchers. Publisher Copyright: {\textcopyright} 2018 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim",

year = "2018",

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doi = "10.1002/anie.201801305",

language = "English",

volume = "57",

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journal = "Angewandte Chemie - International Edition",

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T1 - Photocatalyzed ortho-Alkylation of Pyridine N-Oxides through Alkene Cleavage

AU - Zhou, Wang

AU - Miura, Tomoya

AU - Murakami, Masahiro

N1 - Funding Information: This work was supported in part by Grants-in-Aid for Scientific Research (S) (JP15H05756) and (C) (JP16K05694) from MEXT and JST ACT-C Grant Number JPMJCR12Z9, Japan. W.Z. acknowledges a JSPS postdoctoral fellowship for foreign researchers. Publisher Copyright: © 2018 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim

PY - 2018/4/23

Y1 - 2018/4/23

N2 - A photocatalyzed reaction of pyridine N-oxides with alkenes gives ortho-alkylated pyridines with cleavage of the carbon–carbon double bond. Benzyl and secondary alkyl groups are incorporated at the ortho position of pyridines in one pot.

AB - A photocatalyzed reaction of pyridine N-oxides with alkenes gives ortho-alkylated pyridines with cleavage of the carbon–carbon double bond. Benzyl and secondary alkyl groups are incorporated at the ortho position of pyridines in one pot.

KW - C−C bond cleavage

KW - alkenes

KW - ortho-alkylation

KW - photocatalysis

KW - pyridine N-oxides

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DO - 10.1002/anie.201801305

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SN - 1433-7851

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EP - 5142

JO - Angewandte Chemie - International Edition

JF - Angewandte Chemie - International Edition

IS - 18

ER -

Photocatalyzed ortho-Alkylation of Pyridine N-Oxides through Alkene Cleavage

Abstract

Keywords

ASJC Scopus subject areas

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