N-Heterocyclic carbene based catalytic platform for Hauser-Kraus annulations

Mohammed Sharique, Uttam K. Tambar

Research output: Contribution to journalArticle

Abstract

The venerable Hauser-Kraus annulation is an effective and convergent method for generating oxygenated polycyclic aromatic compounds. Despite its application in complex molecule synthesis, the harsh and strongly basic conditions can limit its utility in more functionalized molecular settings. We have developed the first catalytic Hauser-Kraus annulation based on N-heterocyclic carbene catalysis that proceeds under milder conditions. We demonstrate the scope of the transformation in the presence of several functional groups. We also propose a concerted mechanism for the annulation that proceeds through a non-canonical Breslow intermediate. This journal is

Original languageEnglish (US)
Pages (from-to)7239-7243
Number of pages5
JournalChemical Science
Volume11
Issue number27
DOIs
StatePublished - Jul 21 2020

ASJC Scopus subject areas

  • Chemistry(all)

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