1,2-cyclic sulfamidates as versatile precursors to thiomorpholines and piperazines.
[reaction: see text] 1,2-Cyclic sulfamidates undergo regiospecific nucleophilic displacement with either methyl thioglycolate or alpha-amino esters, followed by lactamization (thermal, base-mediated, or cyanide-catalyzed), to give thiomorpholin-3-ones and piperazin-2-ones.
Williams
Andrew J
AJ
School of Chemistry, University of Bristol, Bristol, BS8 1TS, UK.
Chakthong
Suda
S
Gray
Diane
D
Lawrence
Ron M
RM
Gallagher
Timothy
T