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 |
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Jazyk: | angličtina |
Rok vydání: | 2018 |
Předmět: |
chemistry.chemical_classification
010405 organic chemistry Dimethyl sulfoxide General Chemical Engineering Aryl Radical Iodide Halogenation chemistry.chemical_element General Chemistry 010402 general chemistry Iodine 01 natural sciences Article 0104 chemical sciences lcsh:Chemistry chemistry.chemical_compound chemistry lcsh:QD1-999 Polymer chemistry |
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 |
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