@article{b1e05d3782e54b97b0f37cfb7dd0d549,
title = "Nickel-Catalyzed Site-Selective C3-H Functionalization of Quinolines with Electrophilic Reagents at Room Temperature",
abstract = "Herein, we disclose a mild and versatile nickel-catalyzed method for exclusive C3-selective thioetherification, alkylation, arylation, acylation, and phosphorylation of quinolines with a variety of electrophiles. Unactivated quinolines can be functionalized without directing groups at room temperature. Control experiments indicated that quinolines underwent 1,4-addition with nickel hydride species generated from β-H elimination of alkyl nickel intermediates to produce 1,4-dihydroquinolines, which further went through subsequent nucleophilic attack to external electrophiles and oxidative aromatization to generate C3-H-functionalized products.",
keywords = "cross-coupling, C−H activation, electrophilic substitution, nickel catalyst, quinolines",
author = "Xinghao Sheng and Mingpan Yan and Bo Zhang and Wong, {Wai Yeung} and Nobuaki Kambe and Renhua Qiu",
note = "Funding Information: The authors thank the Natural Science Foundation of China (Nos. 21878071, 21971060, and 22278120), the Hu-Xiang High Talent Project in Hunan Province (2018RS3042), and the Recruitment Program for Foreign Experts of China (WQ20164300353) for financial support. W.-Y.W. acknowledges the ITC Guangdong-Hong Kong Technology Cooperation Funding Scheme (TCFS) (GHP/038/19GD), the CAS-Croucher Funding Scheme for Joint Laboratories (ZH4A), Miss Clarea Au for the Endowed Professorship in Energy (847S), and Research Institute for Smart Energy (CDAQ) for the financial support. Qiu also thanks Prof. Dr. Akihiro Orita (The Okayama University of Science) and Prof. Dr. Takanori Iwasaki (The University of Tokyo) for their helpful discussion. Publisher Copyright: {\textcopyright} 2023 American Chemical Society.",
year = "2023",
month = jul,
day = "21",
doi = "10.1021/acscatal.3c01553",
language = "English",
volume = "13",
pages = "9753--9765",
journal = "ACS Catalysis",
issn = "2155-5435",
publisher = "American Chemical Society",
number = "14",
}