Pd(II)-Catalyzed [4 + 2] Heterocyclization Sequence for Polyheterocycle Generation

Elizabeth L. Glaisyer, Michael S. Watt, Kevin I. Booker-Milburn*

*Corresponding author for this work

Research output: Contribution to journalArticle (Academic Journal)

1 Citation (Scopus)
111 Downloads (Pure)

Abstract

A new Pd(II)-catalyzed cascade sequence for the formation of polyheterocycles, from simple starting materials, is reported. The sequence is applicable to both indole and pyrrole substrates, and a range of substituents are tolerated. The reaction is thought to proceed by a Pd(II)-catalyzed C-H activated Heck reaction followed by a second Pd(II)-catalyzed aza-Wacker reaction with two Cu(II)-mediated Pd(0) turnovers per sequence. The sequence can be considered a formal [4 + 2] heterocyclization.

Original languageEnglish
Pages (from-to)5877-5880
Number of pages4
JournalOrganic Letters
Volume20
Issue number18
Early online date7 Sep 2018
DOIs
Publication statusPublished - 21 Sep 2018

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  • Student Theses

    The Development of Pd(II)-Catalysed C–H Activation Cascades for the Synthesis of Polyheterocycles

    Author: Glaisyer, B., 24 Mar 2020

    Supervisor: Booker-Milburn, K. (Supervisor)

    Student thesis: Doctoral ThesisDoctor of Philosophy (PhD)

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