@article{43082ac55e0445309f939597eed9ab81,
title = "Nickel- and Palladium-Catalyzed Cross-Coupling of Stibines with Organic Halides: Site-Selective Sequential Reactions with Polyhalogenated Arenes",
abstract = "Herein, we disclose a general and efficient method for the synthesis of Sb-aryl and Sb-alkyl stibines by the nickel-catalyzed cross-coupling of halostibines with organic halides. The synthesized Sb-aryl stibines couple with aryl halides to give biaryls efficiently via palladium catalysis. Sequential reactions of stibines with polyhalogenated arenes bearing active C–I/C–Br sites and inactive C–Cl sites successfully proceeded, resulting in the formation of a variety of complex molecules with good site selectivity. Drugs such as diflunisal and fenbufen, as well as a fenofibrate derivative, were synthesized on gram scales in good yields, together with the high recovery of chlorostibine. Furthermore, catalytic mechanisms are proposed based on the results of control experiments.",
keywords = "biaryl synthesis, cross-coupling, C−Sb bond formation, nickel catalysis, palladium catalysis",
author = "Dejiang Zhang and Ting Tang and Zhao Zhang and Liyuan Le and Zhi Xu and Hao Lu and Zhou Tong and Dishu Zeng and Wong, {Wai Yeung} and Yin, {Shuang Feng} and Arash Ghaderi and Nobuaki Kambe and Renhua Qiu",
note = "Funding Information: R.Q. thanks Prof. Akihiro Orita (Okayama University of Science) and Dr. Takanori Iwasaki (The University of Tokyo) for helpful communications The National Natural Science Foundation of China (21676076, 21878071, and 21971060), Recruitment Program for Foreign Experts of China (WQ20164300353), Hu-Xiang High-Talent Project of Hunan Province (2018RS3042), Hong Kong Polytechnic University (1-ZE1C), Ms Clarea Au for the Endowed Professorship in Energy (847S), and Hong Kong Research Grant Council (PolyU 15305320) are acknowledged. Funding Information: The National Natural Science Foundation of China (21676076, 21878071, and 21971060), Recruitment Program for Foreign Experts of China (WQ20164300353), Hu-Xiang High-Talent Project of Hunan Province (2018RS3042), Hong Kong Polytechnic University (1-ZE1C), Ms Clarea Au for the Endowed Professorship in Energy (847S), and Hong Kong Research Grant Council (PolyU 15305320) are acknowledged. Publisher Copyright: {\textcopyright} 2021 American Chemical Society",
year = "2022",
month = jan,
doi = "10.1021/acscatal.1c04533",
language = "English",
volume = "12",
pages = "854--867",
journal = "ACS Catalysis",
issn = "2155-5435",
publisher = "American Chemical Society",
number = "2",
}