TITLE:
Preparation of α-Bromoketones and Thiazoles from Ketones with NBS and Thioamides in Ionic Liquids
AUTHORS:
Yuhta Izumisawa, Hideo Togo
KEYWORDS:
Ketone, α-Bromoketone, Thiazole, NBS, Thioamide, Ionic Liquid
JOURNAL NAME:
Green and Sustainable Chemistry,
Vol.1 No.3,
August
31,
2011
ABSTRACT: Ketones smoothly reacted with NBS in the presence of a catalytic amount of ptoluenesulfonic acid to give α-bromoketones in good yields in typical ionic liquids, such as [bmim]PF6 and [bmpy]Tf2N, and the ionic liquids could be repeatedly used for the same reaction after the extraction of the α-bromoketones. Then, the one-pot conversion of ketones into thiazoles by the treatment with NBS, and subsequently with thioamides could be also carried out in [bmim]PF6 and [bmpy]Tf2N, respectively Thus, [bmim]PF6 and [bmpy]Tf2N could be used as recyclable reaction media for the preparation α-bromoketones and thiazoles from ketones.