Syntheses of pyrrolo- and indoloisoquinolinones by intramolecular cyclizations of 1-(2-arylethyl)-5-benzotriazolylpyrrolidin-2-ones and 3-benzotriazolyl-2-(2-arylethyl)-1-isoindolinones

被引:81
作者
Katritzky, AR [1 ]
Mehta, S [1 ]
He, HY [1 ]
机构
[1] Univ Florida, Dept Chem, Ctr Heterocycl Chem, Gainesville, FL 32611 USA
关键词
D O I
10.1021/jo001273f
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
.1,5,6, 10b-Tetrahydropyrrolo[2,1-alpha ]isoquinolin-3(2H)-ones 17a,b, 17d,e, and 5,12b-dihydroisoindolo-[1,2-alpha ]isoquinolin-8(6H)-ones 22a-e were prepared by intramolecular cyclizations of 1-(2-arylethyl)-5-benzotriazolyl-pyrrolidin-2-ones 15a,b, 15d,e, and 3-benzotriazolyl-2-(2-arylethyl)-1-isoindolinones 20a-e, respectively, in the presence of titanium chloride. Products from chiral amines were obtained with stereoselectivities of greater than or equal to 94%.
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页码:148 / 152
页数:5
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