通过1-(2-芳基乙基)-5-苯并三唑基吡咯烷-2-酮和3-苯并三唑基-2-(2-芳基乙基)-1-异吲哚啉酮的分子内环化反应合成吡咯并异喹啉酮和吲哚并异喹啉酮。
Syntheses of pyrrolo- and indoloisoquinolinones by intramolecular cyclizations of 1-(2-arylethyl)-5-benzotriazolylpyrrolidin-2-ones and 3-benzotriazolyl-2-(2-arylethyl)-1-isoindolinones.
作者信息
Katritzky A R, Mehta S, He H Y
机构信息
Center for Heterocyclic Chemistry, Department of Chemistry, University of Florida, Gainesville, Florida 32611-7200, USA.
出版信息
J Org Chem. 2001 Jan 12;66(1):148-52. doi: 10.1021/jo001273f.
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 > or = 94%.
通过分别在氯化钛存在下，使1-(2-芳基乙基)-5-苯并三唑基吡咯烷-2-酮15a、b、15d、e和3-苯并三唑基-2-(2-芳基乙基)-1-异吲哚啉酮20a、e进行分子内环化反应，制备了1,5,6,10b-四氢吡咯并[2,1-α]异喹啉-3(2H)-酮17a、b、17d、e和5,12b-二氢异吲哚并[1,2-α]异喹啉-8(6H)-酮22a - e。从手性胺得到的产物的立体选择性≥94%。
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