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Polycyclic Indoline Derivatives by Dearomatizing Anionic Cyclization of Indole and Tryptamine-Derived Ureas

Research output: Contribution to journalArticle

Original languageEnglish
Pages (from-to)5770-5773
Number of pages4
JournalOrganic Letters
Volume20
Issue number18
Early online date11 Sep 2018
DOIs
DateAccepted/In press - 11 Sep 2018
DateE-pub ahead of print - 11 Sep 2018
DatePublished (current) - 21 Sep 2018

Abstract

The base-promoted dearomatizing cyclization of anionic indole-containing urea derivatives provided tri- or tetracyclic indoline-containing scaffolds from lithiated urea intermediates. 3-Substituted indoles, including tryptamine derivatives, generally underwent the reaction in high yield and with excellent diastereoselectivity. In situ IR spectroscopy suggests a deprotonation-carbolithiation-reprotonation mechanism.

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  • Full-text PDF (accepted author manuscript)

    Rights statement: This is the author accepted manuscript (AAM). The final published version (version of record) is available online via ACS at https://pubs.acs.org/doi/10.1021/acs.orglett.8b02468 . Please refer to any applicable terms of use of the publisher.

    Accepted author manuscript, 936 KB, PDF-document

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