Synthesis of polyazamacrocyclic compounds via modified Richman-Atkins cyclization of beta-trimethylsilylethanesulfonamides.
The Richman-Atkins cyclization remains one of the most widely used methods for the preparation of macrocyclic polyamines. The use of beta-trimethylsilylethanesulfonamides (SES-sulfonamides) for the preparation of polyazamacrocyclic compounds is described. This expands existing Richman-Atkins sulfonamide macrocyclization methodology, and it successfully enables preparation of labile polyaza[n](1,4)naphthalenophanes and polyaza[n](9,10)anthracenophanes, not previously available in appreciable quantities.
Hoye
R C
RC
Department of Chemistry, Macalester College, St. Paul, Minnesota 55105, USA. hoye@macalester.edu
Richman
J E
JE
Dantas
G A
GA
Lightbourne
M F
MF
Shinneman
L S
LS