TBD-Catalyzed Ring Opening of Aziridines with Silylated Nucleophiles

Abstract

The ring opening of N-tosylaziridines with silylated nucleophiles catalyzed by 1,5,7-triazabicyclo[4,4,0]dec-5-ene (TBD) afforded the corresponding β-functionalized sulfonamides in excellent yields under mild reaction conditions.

GRAPHICAL ABSTRACT

Keywords:

• Aziridine
• base catalyst
• organosilicon compounds

Notes

^a Water (1 eq.) was added.

^b MTBD, 7-methyl-1,5,7-triazabicyclo[4.4.0]dec-5-ene.

^c TMG, tetramethyl guanidine.

^d TTMPP, tris(2,4,6-trimethoxy phenyl)phosphine.

^a Isolated yield.

^b Water (1 eq.) was added.