24417-01-4Relevant articles and documents
Ring-opening reactions of nonactivated aziridines catalyzed by tris(pentafluorophenyl)borane
Watson, Iain D. G.,Yudin, Andrei K.
, p. 5160 - 5167 (2007/10/03)
The ring-opening reactions of nonactivated aziridines with amine nucleophiles are efficiently catalyzed by tris(pentafluorophenyl)borane leading to derivatives of trans-1,2-diamines in high yields. A mechanistic investigation of the reaction suggests that in situ formed [(C6F5)3B(OH2)]· H2O catalyzes the opening through a Bronsted acid manifold.
An intramolecular [2 + 3] cycloaddition route to fused 5-heterosubstituted tetrazoles
Demko, Zachary P.,Sharpless, K. Barry
, p. 4091 - 4094 (2007/10/03)
(matrix presented) Fused 5-heterotetrazole ring systems are synthesized in high yield via intramolecular [2 + 3] cycloadditions of organic azides and heteroatom-substituted nitriles. Cyanates, thiocyanates, and cyanamides are all competent dipolarophiles for this reaction. A variety of scaffolds are tolerated when the new enclosed ring is five- or six-membered.
