Direct synthesis of benzoxazinones via CpCo(III)-catalyzed C–H activation and annulation of sulfoxonium ylides with dioxazolones

[Display omitted] A highly novel and direct synthesis of benzoxazinones was developed via Cp*Co(III)-catalyzed C–H activation and [3 + 3] annulation between sulfoxonium ylides and dioxazolones. The reaction is conducted under base-free conditions and tolerates various functional groups. Starting fro...

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Bibliographic Details
Published inChinese chemical letters Vol. 32; no. 3; pp. 1263 - 1266
Main Authors Yu, Yongqi, Xia, Zhen, Wu, Qianlong, Liu, Da, Yu, Lin, Xiao, Yuanjiu, Tan, Ze, Deng, Wei, Zhu, Gangguo
Format Journal Article
LanguageEnglish
Published NEW YORK Elsevier B.V 01.03.2021
Elsevier
State Key Laboratory of Chemo/Biosensing and Chemometrics,College of Chemistry and Chemical Engineering,Hunan University,Changsha 410082,China%Department of Chemistry,Zhejiang Normal University,Jinhua 321004,China
Subjects
Annulations
Chemistry
Chemistry, Multidisciplinary
Cobalt catalysis
C–H activation
Physical Sciences
Science & Technology
Sulfoxonium ylides
Synthetic methods
C–H activation
Cobalt catalysis
Annulations
Synthetic methods
Sulfoxonium ylides
INSERTION
O BOND
AMIDATION
FUNCTIONALIZATION
C-H activation
BENZAMIDES
OXIDANT
CATALYZED CYCLIZATION
INHIBITORS
2-AMINOBENZALDEHYDES
HYDROARYLATION
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Summary:[Display omitted] A highly novel and direct synthesis of benzoxazinones was developed via Cp*Co(III)-catalyzed C–H activation and [3 + 3] annulation between sulfoxonium ylides and dioxazolones. The reaction is conducted under base-free conditions and tolerates various functional groups. Starting from diverse readily available sulfoxonium ylides and dioxazolones, a variety of benzoxazinones could be synthesized in one step in 32%-75% yields.
ISSN:1001-8417
1878-5964
DOI:10.1016/j.cclet.2020.09.020