Tandem Flavin-Iodine-Catalyzed Aerobic Oxidative Sulfenylation of Imidazo[1,2- a]Pyridines with Thiols

The Journal of Organic Chemistry
Hiroki IidaRyoma Ohkado

Abstract

A green, aerobic sulfenylation of imidazo[1,2- a]pyridines was performed using thiols, a flavin-and-iodine dual catalytic system, and environmentally benign molecular oxygen as the only sacrificial reagent. The dual metal-free catalysts smoothly promote a unique stepwise tandem process, beginning with the aerobic oxidation of a thiol to afford a disulfide that is utilized in the oxidative sulfenylation of the imidazo[1,2- a]pyridine. This process has afforded diverse 3-sulfenylimidazo[1,2- a]pyridines of biological interest and is environmentally friendly, as benign H2O is the only byproduct.

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Citations

Nov 8, 2018·Chemical Communications : Chem Comm·Luis BeringAndrey P Antonchick
Jul 13, 2021·The Journal of Organic Chemistry·Dong-Yang HanDa-Zhen Xu
Jul 28, 2021·Chemical Communications : Chem Comm·Narendra R Chaubey, Anant R Kapdi
Oct 23, 2019·The Journal of Organic Chemistry·Kazumasa TanimotoHiroki Iida
Apr 17, 2019·The Journal of Organic Chemistry·Wenbo HuangYanlong Gu

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