jo000219w_si_001.pdf (1.06 MB)
Preparation of 1,5-Disubstituted Pyrrolidin-2-ones
journal contribution
posted on 2000-06-17, 00:00 authored by Alan R. Katritzky, Shamal Mehta, Hai-Ying He, Xilin Cui1,5-Disubstituted pyrrolidin-2-ones 18a−g, 19a−h, and 20a−f were synthesized in good to excellent
yields via the nucleophilic substitution of 5-(benzotriazol-1-yl)-1-substituted-pyrrolidin-2-ones 9 with
allylsilanes, organozinc reagents, and phosphorus compounds. Compounds 9 and 5-(benzotriazol-2-yl)-1-substituted-pyrrolidin-2-one isomers 10 are readily prepared in total 70−84% yields from
2,5-dimethoxy-2,5-dihydrofuran (7), primary amines 8, and benzotriazole; 9 and 10 react identically
with nucleophiles.