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Updated: Nov 2, 2025

A Microwave-Assisted Direct Heteroarylation of Ketones Using Transition Metal Catalysis
Published on: February 16, 2020
N-Heterocyclic carbene based catalytic platform for Hauser-Kraus annulations
Mohammed Sharique1, Uttam K Tambar1
1The University of Texas Southwestern Medical Center 5323 Harry Hines Boulevard Dallas Texas 75390-9038 USA Uttam.Tambar@utsouthwestern.edu.
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.
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