中文版 | English
Title

Photocatalytic N-Alkylation of NH-Sulfoximines via Anti-Markovnikov Hydroamination of Alkenes

Author
Corresponding AuthorJia, Tiezheng
Publication Years
2023-09-01
DOI
Source Title
ISSN
1615-4150
EISSN
1615-4169
Abstract
Sulfoximines, the isoelectronic with sulfones, represent a class of alternative and intriguing motifs in both discovery program and agrochemistry. N-Alkylation on imines could significantly improve their bioactivities, but the lack of general method has hindered their further uptake by medicinal chemistry and drug development. Herein, we present a mild photocatalytic anti-Markovnikov hydroamination of alkenes to construct N-alkylated sulfoximines with broad substrate tolerance on primary, secondary and tertiary alkyl substituents as well as a diverse range of sulfoximines. The mechanistic studies support the photocatalytic pathway, and demonstrate that the alkene radical cation rather than the iminium radical serves as the key intermediate in the transformation.
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URL[Source Record]
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Language
English
SUSTech Authorship
Corresponding
Funding Project
This work is supported by Guangdong Basic and Applied Basic Research Foundation (2021B1515120046, 2022B1515120075, and 2022 A1515011770), and the Science and Technology Innovation Commission of Shenzhen Municipality (JCYJ20220818101404010, 2022081511321400["2021B1515120046","2022B1515120075","2022 A1515011770"] ; Guangdong Basic and Applied Basic Research Foundation["JCYJ20220818101404010","20220815113214003"]
WOS Research Area
Chemistry
WOS Subject
Chemistry, Applied ; Chemistry, Organic
WOS Accession No
WOS:001072141900001
Publisher
Data Source
Web of Science
Citation statistics
Cited Times [WOS]:0
Document TypeJournal Article
Identifierhttp://kc.sustech.edu.cn/handle/2SGJ60CL/571885
DepartmentDepartment of Chemistry
Affiliation
1.Harbin Inst Technol, Sch Chem & Chem Engn, Harbin 150001, Peoples R China
2.Southern Univ Sci & Technol, Res Ctr Chem Biol & Om Anal, Dept Chem, 1088 Xueyuan Blvd, Shenzhen 518055, Guangdong, Peoples R China
3.Nankai Univ, State Key Lab Elemento Organ Chem, 94 Weijin Rd, Tianjin 300071, Peoples R China
First Author AffilicationDepartment of Chemistry
Corresponding Author AffilicationDepartment of Chemistry
Recommended Citation
GB/T 7714
Wang, Cong,Jia, Tiezheng. Photocatalytic N-Alkylation of NH-Sulfoximines via Anti-Markovnikov Hydroamination of Alkenes[J]. ADVANCED SYNTHESIS & CATALYSIS,2023.
APA
Wang, Cong,&Jia, Tiezheng.(2023).Photocatalytic N-Alkylation of NH-Sulfoximines via Anti-Markovnikov Hydroamination of Alkenes.ADVANCED SYNTHESIS & CATALYSIS.
MLA
Wang, Cong,et al."Photocatalytic N-Alkylation of NH-Sulfoximines via Anti-Markovnikov Hydroamination of Alkenes".ADVANCED SYNTHESIS & CATALYSIS (2023).
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