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Pd-Catalyzed Hydroxyl-Directed Cascade Hydroarylation/C–H Germylation of Nonterminal Alkenes and Aryl Iodides

Authors :
Chun-Yan Wu
Cai He
Xiang-Long Chen
Bo-Cheng Tang
Zhi-Cheng Yu
Huai-Yu Wang
Yan-Dong Wu
An-Xin Wu
Source :
The Journal of Organic Chemistry. 87:9184-9196
Publication Year :
2022
Publisher :
American Chemical Society (ACS), 2022.

Abstract

Pd-catalyzed cascade hydroarylation and C-H germylation of nonterminal alkenes and aryl iodides enabled by hydroxyl assistance have been developed. The key step in this C-H germylation cascade is the formation of a highly reactive oxo-palladacycle intermediate, which markedly restrained the β-H elimination process. Mechanistically, control experiments indicated that the hydroxyl group played an important role in this process. This transformation shows excellent reactivity and selectivity for most substrates investigated.

Details

ISSN :
15206904 and 00223263
Volume :
87
Database :
OpenAIRE
Journal :
The Journal of Organic Chemistry
Accession number :
edsair.doi.dedup.....d0a75c1f34fac213974a38d8ebb0ce0f
Full Text :
https://doi.org/10.1021/acs.joc.2c00927