Published December 14, 2016 | Version Campus-Access Only
Journal Article

Single-step synthesis of 3-hydroxycarbazoles by annulation of electron-rich anilines and quinones

Abstract

A single-step synthesis of 3-hydroxycarbazoles has been achieved via annulation of electron-rich anilines and quinones in PhMe/AcOH (4:1) at room temperature. This chemistry tolerates various substituted benzoquinones and naphthoquinones, however, is sensitive to both the electronic and steric properties of the anilines. The desired 3-hydroxycarbazole derivatives are generally produced in moderate yield.

Additional Information

© 2016 Elsevier. Received 18 October 2016; accepted 2 November 2016; available online 4 November 2016. We thank Dr. Francis Gosselin (Genentech, Inc.) for helpful discussion and reviewing the manuscript.

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Identifiers

Eprint ID
73187
Resolver ID
CaltechAUTHORS:20170103-154034263

Dates

Created
2017-01-04
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Updated
2021-11-11
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