175348-71-7Relevant academic research and scientific papers
Aryliodonium derivatives of 2-amino-1,4-quinones: Preparation and reactivity
Papoutsis, Ioannis,Spyroudis, Spyros,Varvoglis, Anastasios,Raptopoulou, Catherine P.
, p. 6097 - 6112 (2007/10/03)
The reaction of 2-amino-1,4-quinones with [(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 aromatic compounds and 2,3-dihydrofuran leads to substitution products. Nucleophilic attack of sodium alkoxides on these zwitterions results in opening of the quinone ring affording synthetically interesting multifunctional products.
3-Aryliodonio-1,4-naphthoquinone-2-imides: A new class of aryliodonium 1,4 dipoles
Papoutsis, Ioannis,Spyroudis, Spyros,Varvoglis, Anastasios
, p. 913 - 916 (2007/10/03)
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.
