Issue 11, 2022

Self-photocatalyzed regulable alkylation of 2H-benzothiazoles with diverse aliphatic C–H donors

Abstract

Here, we report a mild and efficient method that combines self-photoredox catalysis and hydrogen atom transfer to achieve the alkylation of 2H-benzothiazoles with alcohols, ethers, lactams, amides and alkane, which features broad substrate scope and excellent functional group compatibility. Notably, alcohols can be used not only as hydroxyalkylating reagents, but also as dehydroxyalkylating reagents in this regulable alkylation protocol. The previous elusive self-photocatalytic mechanism was investigated and preliminary results on this catalytic alkylation are reported.

Graphical abstract: Self-photocatalyzed regulable alkylation of 2H-benzothiazoles with diverse aliphatic C–H donors

Supplementary files

Article information

Article type
Paper
Submitted
30 Mar 2022
Accepted
16 May 2022
First published
23 May 2022

Green Chem., 2022,24, 4606-4613

Self-photocatalyzed regulable alkylation of 2H-benzothiazoles with diverse aliphatic C–H donors

J. Zhou, C. Wang, L. Huang, C. Luo, S. Ye, N. Xu, Y. Zhu, L. Liu, Q. Ren, Z. Chen, S. Song and J. Li, Green Chem., 2022, 24, 4606 DOI: 10.1039/D2GC01225A

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