The C(sp)-H bond functionalization of thioethers with styrenes with insight into the mechanism

A metal-free inactive C(sp 3 )-H bond functionalization of thioethers with styrenes using TBHP as an initiator and DBU as a base has been developed. This transformation has broken through the low activity of thioethers and realized moderate yields. Herein extended experiments were conducted to confi...

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Published inOrganic & biomolecular chemistry Vol. 2; no. 29; pp. 5845 - 5851
Main Authors Yan, Zhan, Wang, Nai-Xing, Zhang, Lei-Yang, Wu, Yue-Hua, Li, Jian-Li, She, Meng-Yao, Gao, Xue-Wang, Feng, Ke, Xing, Yalan
Format Journal Article
LanguageEnglish
Published CAMBRIDGE Royal Soc Chemistry 27.07.2022
Royal Society of Chemistry
Subjects
Chemistry
Chemistry, Organic
Hydrogen bonds
Physical Sciences
Science & Technology
Styrenes
Thioethers
DIFUNCTIONALIZATION
ALKENES
ETHERS
VINYLARENES
ALKYLATION
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Summary:A metal-free inactive C(sp 3 )-H bond functionalization of thioethers with styrenes using TBHP as an initiator and DBU as a base has been developed. This transformation has broken through the low activity of thioethers and realized moderate yields. Herein extended experiments were conducted to confirm the radical relay process, reaction energy and intermediate transformations. Overcoming the low reactivity of thioethers, a C(sp 3 )-H bond functionalization of thioethers with styrenes using TBHP and DBU involving a radical relay process in metal-free conditions with theoretical questions elaborated is described.
Bibliography:https://doi.org/10.1039/d2ob00872f
Electronic supplementary information (ESI) available. See DOI
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SourceType-Scholarly Journals-1
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ISSN:1477-0520
1477-0539
1477-0539
DOI:10.1039/d2ob00872f