A Procedure for Transforming Indoles into Indolequinones

A procedure that converts a series of structurally diverse, readily available indole derivatives to their corresponding indolequinones is described. The three-step route commences with an iridium catalyzed C–H borylation to give a 7-borylindole that upon oxidation–hydrolysis affords the 7-hydroxyind...

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Bibliographic Details
Published in:Journal of organic chemistry Vol. 80; no. 2; pp. 1006 - 1017
Main Authors: Eastabrook, Andrew S, Wang, Christy, Davison, Emma K, Sperry, Jonathan
Format: Journal Article
Language:English
Published: United States American Chemical Society 16-01-2015
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Summary:A procedure that converts a series of structurally diverse, readily available indole derivatives to their corresponding indolequinones is described. The three-step route commences with an iridium catalyzed C–H borylation to give a 7-borylindole that upon oxidation–hydrolysis affords the 7-hydroxyindole. Subsequent oxidation provides the indolequinone.
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ISSN:0022-3263
1520-6904
DOI:10.1021/jo502509s