Palladium-catalyzed bisthiolation of terminal alkynes for the assembly of diverse (Z)-1, 2-bis(arylthio)alkene derivatives. Issue 46 (23rd August 2021)

• Record Type: Journal Article
• Authors: Lai, Yin-Long; Yan, Shaoxi; He, Dan; Zhou, Li-Zhen; Chen, Zi-Shen; Du, Yu-Long; Li, Jianxiao
• Is Part Of: RSC advances. Volume 11:Issue 46(2021)
• Page Start: 28447
• Page End: 28451
• Publication Date: 2021-08-23
• Subjects: Chemistry -- Periodicals; 540.5
• DOI: 10.1039/d1ra05773a
• Languages: English
• ISSNs: 2046-2069

Abstract

Abstract : An efficient palladium-catalyzed bisthiolation of terminal alkynes and arylhydrazines with Na2 S2 O3 as the sulfur source for the assembly of ( Z )-1, 2-bis(arylthio)alkene derivatives is described. Abstract : An efficient and straightforward palladium-catalyzed three-component cascade bisthiolation of terminal alkynes and arylhydrazines with sodium thiosulfate (Na2 S2 O3 ) as the sulfur source for the assembly of functionalized ( Z )-1, 2-bis(arylthio)alkene derivatives is described. Using 0.5 mol% IPr–Pd–Im–Cl2 as the catalyst, a wide range of terminal alkynes and arylhydrazines are well tolerated, thus producing the desired products in good yields with good functional group tolerance and excellent regioselectivity. Moreover, this protocol could be readily scaled up, showing potential applications in organic synthesis and material science.