Formation of diverse polycyclic spirooxindoles via three-component reaction of isoquinolinium salts, isatins and malononitrile
نویسندگان
چکیده
The triethylamine promoted three-component reaction of N-(4-nitrobenzyl), N-ethoxycarbonylmethylisoquinolinium bromide, isatins and malononitrile in ethanol afforded spiro[indoline-3,2'-pyrrolo[2,1-a]isoquinolines] in good yields and with high diastereoselectivity. The similar reaction of N-cyanomethylisoquinolinium chloride mainly gave complex indolo[2″,3″:2',3']pyrrolo[3',4':4,5]pyrrolo[2,1-a]isoquinoline derivatives. However, the three-component reaction of N-cyanomethylisoquinolinium chloride, isatins and ethyl cyanoacetate mainly resulted in functionalized spiro[indoline-3,8'-pyrido[2',3':4,5]pyrrolo[2,1-a]isoquinolines].
منابع مشابه
Enantioselective synthesis of 3,3'-dihydropyrryl-spirooxindoles via an organocatalytic three-component reaction.
An organocatalytic three-component reaction of isatins, malononitrile and isocyanoacetates provided 3,3'-dihydropyrryl-spirooxindoles in excellent yields and enantioselectivities. The products could be readily converted to valuable 3,3'-pyrrolidinyl-spirooxindoles.
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