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

Syntheses of pyrrolo- and indoloisoquinolinones by intramolecular cyclizations of 1-(2-arylethyl)-5-benzotriazolylpyrrolidin-2-ones and 3-benzotriazolyl-2-(2-arylethyl)-1-isoindolinones.
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DOI:
10.1021/jo001273f
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发表时间:
2001-01
期刊:
The Journal of organic chemistry
影响因子:
--
通讯作者:
A. Katritzky;S. Mehta;Hai-ying He
A. Katritzky;S. Mehta;Hai-ying He
中科院分区:
其他
文献类型:
--
作者:
A. Katritzky;S. Mehta;Hai-ying He

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1,5,6,10 b-四氢吡咯并[2,1-α]异喹啉-3(2 H)-酮17 a,B,17 d,e和5,1,2 b-二氢异吲哚并[1,2-α]异喹啉-8(6 H)-酮22 a-e是通过1-甲基-2-(4-甲基-2-苯基)-吡咯并[2,1-α]异喹啉-3(2 H)-酮的分子内环化反应制备的。(2-芳基乙基)-5-苯并三唑基-吡咯烷-2-酮15 a、B、15 d、e和3-苯并三唑基-2-(2-芳基乙基)-1-异吲哚啉酮20 a-e。从手性胺得到的产物具有>或= 94%的立体选择性。
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%.