37150-63-3Relevant articles and documents
Sulfonylation-induced N-to O -Acetyl migration in 2-acetamidoethanol derivatives
Yamaguchi, Takao,Hesek, Dusan,Lee, Mijoon,Oliver, Allen G.,Mobashery, Shahriar
supporting information; experimental part, p. 3515 - 3517 (2010/08/03)
The first example of sulfonylation-induced N- to O-acetyl migration of 2-acetamidoethanol derivatives is described. This type of reaction could happen with any 2-acetamidoethanol derivatives under typical sulfonylation conditions (TsCl or MsCl, pyridine) and might be a common side reaction of significance. Furthermore, the results reveal that 2-acetamidoethanol derivatives with a sterically encumbered hydroxyl group result in the migration products in high yields. The mechanism of the migration reaction is discussed.