title: An unexpected two-group migration involving a sulfonynamide to nitrile rearrangement. Mechanistic studies of a thermal N --> C tosyl rearrangement.
abstract: We report the discovery of the first double-barreled thermal rearrangement of a sulfonynamide and a methoxybenzyl to a nitrile and the first rearrangement of an SO(2) group from sulfonamide to ketoimine. The rearrangement occurs under surprisingly mild conditions (onset at 100 degrees C in the melt). [reaction: see text]
authors.affiliation: Exotic Materials Institute, Department of Chemistry and Biochemistry, University of California-Los Angeles, Los Angeles, CA 90095, USA.
authors.forename: Michael
authors.initials: M
authors.lastname: Bendikov
authors.forename: Hieu M
authors.initials: HM
authors.lastname: Duong
authors.forename: Eduardo
authors.initials: E
authors.lastname: Bolanos
authors.forename: Fred
authors.initials: F
authors.lastname: Wudl