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Updated: Jun 29, 2026

Facile Preparation of 4-Substituted Quinazoline Derivatives

Facile Preparation of 4-Substituted Quinazoline Derivatives

Published on: February 15, 2016

Electronically varied quinazolinaps for asymmetric catalysis.

Aoife C Maxwell¹, Celine Franc, Laurent Pouchain

¹Centre for Synthesis and Chemical Biology, School of Chemistry and Chemical Biology, UCD Conway Institute, University College Dublin, Belfield, Dublin 4, Ireland.

Organic & Biomolecular Chemistry

|October 10, 2008

Summary

This summary is machine-generated.

New chiral Quinazolinaps ligands were synthesized and tested. These ligands demonstrated high enantioselectivity in rhodium-catalyzed hydroboration and palladium-catalyzed allylic alkylation reactions.

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Metal-free Synthesis of Ynones from Acyl Chlorides and Potassium Alkynyltrifluoroborate Salts

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Published on: February 24, 2015

Area of Science:

Organometallic Chemistry
Asymmetric Catalysis
Ligand Design

Background:

Axially chiral ligands are crucial in asymmetric catalysis.
Quinazolinaps represent a developing class of phosphorus-containing ligands.
Understanding electronic effects in ligands can optimize catalytic performance.

Purpose of the Study:

To synthesize and resolve electronically varied axially chiral Quinazolinaps.
To investigate the impact of electronic variations on ligand properties.
To evaluate the efficacy of these ligands in key catalytic transformations.

Main Methods:

Synthesis of novel Quinazolinaps with diverse aryl groups.
X-ray crystallography for structural characterization of a palladacycle complex.
Application in rhodium-catalyzed hydroboration of vinylarenes.
Application in palladium-catalyzed allylic alkylation.

Main Results:

Successful synthesis and resolution of electronically varied Quinazolinaps.
Structural elucidation of a key palladacycle intermediate.
Achieved up to 92% enantioselectivity in rhodium-catalyzed hydroboration.
Attained up to 99% conversion and 94% enantioselectivity in palladium-catalyzed allylic alkylation.

Conclusions:

Electronically varied Quinazolinaps are effective ligands in asymmetric catalysis.
These ligands offer high enantioselectivity and conversion in important organic reactions.
The study highlights the potential of Quinazolinaps for developing advanced catalytic systems.