Desulfinative and denitrogenative palladium ‐catalyzed cross‐coupling of arylsulfonyl hydrazides with aryl diazonium salts

Arylsulfonyl hydrazides and aryl diazonium salts can be used as coupling participants in PdCl2/Dcypm ‐catalyzed cross‐coupling reactions. Various substrates were smoothly converted to form corresponding biaryl products in good to excellent yields. Advantages of this reaction include good functional group tolerance, high reactivity, relatively mild conditions and easy access to the coupling part ners. Terphenyls were effectively transformed in the reaction, and the reaction could be scalable with good efficiency. Palladium ‐catalyzed cross‐coupling of arylsulfonyl hydrazides with aryl diazonium salts to provide biaryl products under relatively mild conditions is established. This reaction proceeded smoothly with tetrabutylammonium iodide and gave the corresponding products with CC bonds formed using PdCl2/bis (dicyclohexylphosphino) methane catalyst under air. This method also allowed easy access to significant functional biaryls for potential applications in medicinal and organic chemistry.

Source: Applied Organometallic Chemistry - October 23, 2018 Category: Chemistry Authors: Yonghui Shang Tags: COMMUNICATION Source Type: research