An alternative synthesis of 10H-indolo[3,2-b]quinoline and its selective N-alkylation

A new and a more efficient synthesis of 10H‐Indolo[3,2‐b]quinoline (quindoline) is reported. The synthesis involved N‐arylation of 3‐aminoquinoline with triphenylbismuth diacetate followed by oxidative cyclization using paOadium(II) acetate. A selective N‐alkylation methodology for quindoline was al...

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Veröffentlicht in:	Journal of heterocyclic chemistry 1997-11, Vol.34 (6), p.1789-1794
Hauptverfasser:	Fan, Pingchen, Ablordeppey, Seth Y.
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Sprache:	eng
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container_title	Journal of heterocyclic chemistry
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creator	Fan, Pingchen Ablordeppey, Seth Y.
description	A new and a more efficient synthesis of 10H‐Indolo[3,2‐b]quinoline (quindoline) is reported. The synthesis involved N‐arylation of 3‐aminoquinoline with triphenylbismuth diacetate followed by oxidative cyclization using paOadium(II) acetate. A selective N‐alkylation methodology for quindoline was also developed. Alkylation on N‐5 was obtained in sulpholane, while alkylation on N‐10 was achieved in acetone in the presence of potassium hydroxide. A sequential N‐5‐ and N‐10 double alkylation procedure was also formulated.
doi_str_mv	10.1002/jhet.5570340624
format	Article
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title	An alternative synthesis of 10H-indolo[3,2-b]quinoline and its selective N-alkylation
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