Desulfonylative Radical Truce-Smiles Rearrangement Utilizing the Benzimidazoline and Benzimidazolium Redox Couple

Ryo Miyajima, Manon Okamura, Kazuki Oomori, Hajime Iwamoto, Kan Wakamatsu, Eietsu Hasegawa

Here authors developed protocols for promoting redox reactions utilizing the 2-substituted 1,3-dimethylbenzimidazoline (BIH-R) and benzimidazolium (BI+-R) couples which were applied to the desulfonylativeradical Truce-Smiles rearrangement. Expected rearrangement products formed in modest to good yields in these processes, in which added or in situ generated BIH-R serve as electron- and hydrogen-atom-donating reagents or photocatalysts. DFT calculations were carried out to gain the inform ation about the radical intermediates involved in the rearrangement reaction.

Synlett

35

3

352

356

10.1055/a-2153-6594