A facile regioselective synthesis of novel spiroacenaphthene pyrroloisoquinolines through 1,3-dipolar cycloaddition reactions

Journal of the Brazilian Chemical Society

Islamic Azad University, Jouybar, Iran¹  Alimohammadi, Kamal¹  Sadatshahabi, Marzieh¹  Sarrafi, Yaghoub¹  University of Mazandaran, Babolsar, Iran¹  University of Farhangian, Sari, Iran¹  Asghari, Asieh¹  Hamzehloueian, Mahshid¹ 

关键词: 1;    3-dipolar cycloaddition;    azomethine ylide;    [1;    5]-H shift;    spiroacenaphthene pyrroloisoquinolines;   

DOI  :  10.5935/0103-5053.20130245

学科分类：化学（综合）

来源: SciELO

【 摘 要 】

An efficient one-pot three-component procedure for the synthesis of novel spiroacenaphthene pyrroloisoquinolines with high regioselectivity is described. These compounds were prepared from 1,3-dipolar cycloaddition of an azomethine ylide generated from acenaphthenequinone and 1,2,3,4-tetrahydroisoquinoline via [1,5]-H shift, with chalcone and nitrostyrene derivatives as dipolarophiles. The structure and stereochemistry of the cycloadducts have been established by single crystal X-ray structure and spectroscopic techniques.

【 授权许可】

Unknown