Synthesis of Aryl Iodides from Arylhydrazines and Iodine

Autor: Akihiro Nomoto, Soichiro Mita, Shintaro Kodama, Takumi Mizuno, Toshihide Taniguchi, Kentaro Nakamura, Chun-ping Dong, Shinichi Kawaguchi, Akiya Ogawa
Jazyk: angličtina
Rok vydání: 2018
Předmět:
Zdroj: ACS Omega, Vol 3, Iss 8, Pp 9814-9821 (2018)
ACS Omega
ISSN: 2470-1343
Popis: A metal- and base-free method is developed for the synthesis of aryl iodides from arylhydrazine hydrochlorides and iodine. A wide variety of aryl iodides can be conveniently synthesized by an equimolar reaction of arylhydrazine hydrochlorides and I2 in dimethyl sulfoxide at 60 °C for 6 h. In the iodination step, arylhydrazines are oxidized by iodine to form arenediazonium salts, which undergo single-electron transfer from iodide anion to give aryl and iodine radicals; subsequent combination of them affords the corresponding aryl iodides.
Databáze: OpenAIRE