Oxidative radical skeletal rearrangement induced by molecular oxygen: Synthesis of quinazolinones

Yi Feng Wang; Feng Lian Zhang; Shunsuke Chiba

doi:10.1021/ol4011745

Oxidative radical skeletal rearrangement induced by molecular oxygen: Synthesis of quinazolinones

Yi Feng Wang, Feng Lian Zhang, Shunsuke Chiba^*

^*Corresponding author for this work

Nanyang Technological University

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

71 Citations (Scopus)

Abstract

Oxidative skeletal rearrangement of 5-aryl-4,5-dihydro-1,2,4-oxadiazoles into quinazolinones is induced by molecular oxygen (under a dry air atmosphere) that likely proceeds via transient iminyl radical species. Concise syntheses of biologically active quinazolinone derivatives were demonstrated using the present strategy.

Original language	English
Pages (from-to)	2842-2845
Number of pages	4
Journal	Organic Letters
Volume	15
Issue number	11
DOIs	https://doi.org/10.1021/ol4011745
Publication status	Published - Jun 7 2013
Externally published	Yes

ASJC Scopus Subject Areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol4011745

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title = "Oxidative radical skeletal rearrangement induced by molecular oxygen: Synthesis of quinazolinones",

abstract = "Oxidative skeletal rearrangement of 5-aryl-4,5-dihydro-1,2,4-oxadiazoles into quinazolinones is induced by molecular oxygen (under a dry air atmosphere) that likely proceeds via transient iminyl radical species. Concise syntheses of biologically active quinazolinone derivatives were demonstrated using the present strategy.",

author = "Wang, \{Yi Feng\} and Zhang, \{Feng Lian\} and Shunsuke Chiba",

year = "2013",

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doi = "10.1021/ol4011745",

language = "English",

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journal = "Organic Letters",

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T1 - Oxidative radical skeletal rearrangement induced by molecular oxygen

T2 - Synthesis of quinazolinones

AU - Wang, Yi Feng

AU - Zhang, Feng Lian

AU - Chiba, Shunsuke

PY - 2013/6/7

Y1 - 2013/6/7

N2 - Oxidative skeletal rearrangement of 5-aryl-4,5-dihydro-1,2,4-oxadiazoles into quinazolinones is induced by molecular oxygen (under a dry air atmosphere) that likely proceeds via transient iminyl radical species. Concise syntheses of biologically active quinazolinone derivatives were demonstrated using the present strategy.

AB - Oxidative skeletal rearrangement of 5-aryl-4,5-dihydro-1,2,4-oxadiazoles into quinazolinones is induced by molecular oxygen (under a dry air atmosphere) that likely proceeds via transient iminyl radical species. Concise syntheses of biologically active quinazolinone derivatives were demonstrated using the present strategy.

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DO - 10.1021/ol4011745

M3 - Article

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JO - Organic Letters

JF - Organic Letters

IS - 11

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Oxidative radical skeletal rearrangement induced by molecular oxygen: Synthesis of quinazolinones

Abstract

ASJC Scopus Subject Areas

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