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FeCl3 mediated dimerization of dihydropyrrolo[2,1-a]isoquinolines and chlorination of tetrasubstituted pyrroles

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Abstract

We have developed a mild and direct dimerization of dihydropyrrolo[2,1-a]isoquinolines through FeCl3-mediated oxidative homocoupling. A series of dimeric dihydropyrroloisoquinoline derivatives were obtained in acceptable to excellent yields (up to >99%). Attempts to expand this dimerization system to the synthesis of dimeric pyrroles failed and chlorination products were obtained in most cases instead of dimeric pyrroles.

Graphical abstract: FeCl3 mediated dimerization of dihydropyrrolo[2,1-a]isoquinolines and chlorination of tetrasubstituted pyrroles

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Article information


Submitted
07 Dec 2019
Accepted
16 Dec 2019
First published
17 Dec 2019

Org. Biomol. Chem., 2020, Advance Article
Article type
Paper

FeCl3 mediated dimerization of dihydropyrrolo[2,1-a]isoquinolines and chlorination of tetrasubstituted pyrroles

X. Jiang, H. Tan and H. Cui, Org. Biomol. Chem., 2020, Advance Article , DOI: 10.1039/C9OB02607J

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