Synthesis of a Variety of Activated Pyrrolo[3,2,1-ij]quinolines

Jumina Jumina; Daniel S. Wenholz; Naresh Kumar; David StC. Black

doi:10.1055/s-0037-1612280

Synthesis, Inhaltsverzeichnis

Synthesis 2019; 51(09): 1989-1994
DOI: 10.1055/s-0037-1612280

paper

Synthesis of a Variety of Activated Pyrrolo[3,2,1-ij]quinolines

Jumina Jumina

^aDepartment of Chemistry, Faculty of Mathematics and Natural Science, Universitas Gadjah Mada, Yogyakarta, Indonesia

,

Daniel S. Wenholz

^bSchool of Chemistry, The University of New South Wales, Sydney, NSW 2052, Australia eMail: d.black@unsw.edu.au

,

Naresh Kumar

^bSchool of Chemistry, The University of New South Wales, Sydney, NSW 2052, Australia eMail: d.black@unsw.edu.au

,

David StC. Black*

^bSchool of Chemistry, The University of New South Wales, Sydney, NSW 2052, Australia eMail: d.black@unsw.edu.au

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Abstract

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Abstract

A range of 7,9-dimethoxypyrrolo[3,2.1-ij]quinolines have been prepared by the cyclisation of 7-formyl-1-diethylcarbethoxyindoles. The functionality at C5 has been varied by the conversion of the carbethoxy group into carboxy, azidocarbonyl and isocyanate groups. The hydroboration of a previously reported pyrroloquinolone gave a related 5-hydroxypyrrolo[3,2,1-ij]quinolone, and the hydroxyl group was sequentially converted into tosylate, azido and amino groups.

Key words

indoles - pyrroloindoles - dehydrogenation - isatins

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Referenzen

References
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