Preparation of 1,5-Disubstituted Pyrrolidin-2-ones
Alan R. Katritzky
Shamal Mehta
Hai-Ying He
Xilin Cui
10.1021/jo000219w.s001
https://acs.figshare.com/articles/journal_contribution/Preparation_of_1_5-Disubstituted_Pyrrolidin-2-ones/3685095
1,5-Disubstituted pyrrolidin-2-ones <b>18a</b>−<b>g</b>,<b> 19a</b>−<b>h, </b>and <b>20a</b>−<b>f</b> were synthesized in good to excellent
yields via the nucleophilic substitution of 5-(benzotriazol-1-yl)-1-substituted-pyrrolidin-2-ones <b>9</b> with
allylsilanes, organozinc reagents, and phosphorus compounds. Compounds <b>9</b> and 5-(benzotriazol-2-yl)-1-substituted-pyrrolidin-2-one isomers <b>10</b> are readily prepared in total 70−84% yields from
2,5-dimethoxy-2,5-dihydrofuran (<b>7</b>), primary amines <b>8, </b>and benzotriazole; <b>9</b> and <b>10</b> react identically
with nucleophiles.
2000-06-17 00:00:00
allylsilane
nucleophilic substitution
benzotriazole
benzotriazol
amines
Pyrrolidin
Compounds 9
dimethoxy
isomers
pyrrolidin
Disubstituted
Preparation
nucleophile
yield
phosphorus compounds
organozinc reagents