Transition-metal-catalyzed synthesis of quinazolines: A review
Open Access
- 16 March 2023
- journal article
- review article
- Published by Frontiers Media SA in Frontiers in Chemistry
- Vol. 11, 1140562
Abstract
Quinazolines are a class of nitrogen-containing heterocyclic compounds with broad-spectrum of pharmacological activities. Transition-metal-catalyzed reactions have emerged as reliable and indispensable tools for the synthesis of pharmaceuticals. These reactions provide new entries into pharmaceutical ingredients of continuously increasing complexity, and catalysis with these metals has streamlined the synthesis of several marketed drugs. The last few decades have witnessed a tremendous outburst of transition-metal-catalyzed reactions for the construction of quinazoline scaffolds. In this review, the progress achieved in the synthesis of quinazolines under transition metal-catalyzed conditions are summarized and reports from 2010 to date are covered. This is presented along with the mechanistic insights of each representative methodology. The advantages, limitations, and future perspectives of synthesis of quinazolines through such reactions are also discussed.Keywords
Funding Information
- National Research Foundation of Korea (2020R1A6A1A3043708 2021R1A2C1012280 2020R1F1A107578211)
This publication has 183 references indexed in Scilit:
- Iridium-Catalyzed Hydrogen Transfer: Synthesis of Substituted Benzofurans, Benzothiophenes, and Indoles from Benzyl AlcoholsOrganic Letters, 2013
- Quinazoline derivatives: synthesis and bioactivitiesBMC Chemistry, 2013
- Review and Analysis of Molecular Simulations of Methane, Hydrogen, and Acetylene Storage in Metal–Organic FrameworksChemical Reviews, 2011
- Copper-Catalyzed Synthesis of Quinazoline Derivatives via Ullmann-Type Coupling and Aerobic OxidationThe Journal of Organic Chemistry, 2010
- Direct Synthesis of Quinazolines through Copper-Catalyzed Reaction of Aniline-Derived BenzamidinesOrganic Letters, 2010
- Bis(η5:η1-pentafulvene)titanium Complexes: Catalysts for Intramolecular Alkene Hydroamination and Reagents for Selective Reactions with N−H Acidic SubstratesOrganometallics, 2010
- Lapatinib Combined With Letrozole Versus Letrozole and Placebo As First-Line Therapy for Postmenopausal Hormone Receptor–Positive Metastatic Breast CancerJournal of Clinical Oncology, 2009
- Transition-metal-centered radicals in organic synthesis. Titanium(III)-induced cyclization of epoxy olefinsJournal of the American Chemical Society, 1988
- Three-center binding of a nitroxyl free radical to copper(II) bromideJournal of the American Chemical Society, 1988
- Ueber die Einwirkung des Cyans auf AnthranilsäureEuropean Journal of Inorganic Chemistry, 1869