[EN] IODONIUM ANALOGS AS INHIBITORS OF NADPH OXIDASES AND OTHER FLAVIN DEHYDROGENASES; FORMULATIONS THEREOF; AND USES THEREOF [FR] ANALOGUES D'IODONIUM EN TANT QU'INHIBITEURS DE NADPH OXYDASES ET D'AUTRES FLAVINES DÉSHYDROGÉNASES, LEURS FORMULATIONS ET LEURS UTILISATIONS
[EN] IODONIUM ANALOGS AS INHIBITORS OF NADPH OXIDASES AND OTHER FLAVIN DEHYDROGENASES; FORMULATIONS THEREOF; AND USES THEREOF [FR] ANALOGUES D'IODONIUM EN TANT QU'INHIBITEURS DE NADPH OXYDASES ET D'AUTRES FLAVINES DÉSHYDROGÉNASES, LEURS FORMULATIONS ET LEURS UTILISATIONS
The synthesis of a new class of zwitterionic aryliodonium compounds from 2-amino-1,4-naphthoquinone and [(hydroxy) (tosyloxy)iodo]arenes is described. These dipoles exhibit an interesting reactivity under thermal and photochemical conditions.
Aryliodonium Derivatives of 2-Amino-1,4-quinones : Preparation and Reactivity
作者:Ioannis Papoutsi、Spyros Spyroudis、Anastasios Varvoglis、Catherine P. Raptopoulou
DOI:10.1016/s0040-4020(97)00270-6
日期:1997.4
[(hydroxy)(tosyloxy)iodo]arenes affords stable 2-amino-3-aryliodonio-1,4-quinones in high yields. The latter, upon treatment with alkali, are converted to the corresponding zwitterionic 3-aryliodonio-1,4-quinone-2-imides. This new class of compounds exhibits an interesting reactivity: upon heating, aryl migration from iodine to nitrogen is observed, while photochemical reaction with aromaticcompounds and 2,3-dihydrofuran