Palladium-Catalyzed Hiyama-Type Coupling of Thianthrenium and Phenoxathiinium Salts

• DOI: 10.1021/acs.orglett.4c02348
• Publication Date: 2024-07-26T16:20:18Z
• Authors: Zhi-Wei Cao; Ji-Xuan Zhang; Jin-Tao Wang; Lang Li; Xiao-Yue Chen; Shengnan Jin; Zhong-Yan Cao; Peng Wang
• Keywords: Alkynylation; Functional group; Coupling reaction

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, alkynylation were realized in high efficiency using commercially available Pd(tBu3P)2 as catalyst, thus providing a reliable method for preparation biaryls, styrenes, acetylenes with broad functional group tolerance under mild conditions. Given accessibility salts from simple arenes remarkable regioselective fashion, this protocol also provides an attractive approach late-stage modification complex bioactive scaffolds.