Palladium-Catalyzed Hiyama-Type Coupling of Thianthrenium and Phenoxathiinium Salts
Zhiwei Cao, Zhi-Wei Cao, J. Zhang, Jintao Wang, L. Li, Xiaoyue Chen, Shengnan Jin, Zhong‐Yan Cao, Zhong‐Yan Cao, Peng Wang
Abstract
Here, we demonstrate palladium-catalyzed Hiyama-type cross-coupling reactions of aryl thianthrenium or phenoxathiinium salts. By employing stable and inexpensive organosilanes, the arylation, alkenylation, and alkynylation were realized in high efficiency using commercially available Pd( t Bu 3 P) 2 as the catalyst, thus providing a reliable method for preparation of biaryls, styrenes, and aryl acetylenes with a broad functional group tolerance under mild conditions. Given the accessibility of aryl thianthrenium or phenoxathiinium salts from simple arenes in a remarkable regioselective fashion, this protocol also provides an attractive approach for the late-stage modification of complex bioactive scaffolds.