Department of Chemistry, Cardiff University, PO Box 912, Cardiff, UK CF10 3TB.
Published: August 2002
AI Article Synopsis
Article Abstract
The one-pot three-component condensation of a beta-ketoester, ammonia and an alkynone in the presence of a Brønsted or Lewis acid or Amberlyst 15 ion exchange resin provided 2,3,6-trisubstituted or 2,3,4,6-tetrasubstituted pyridines directly in good yield and with total regiocontrol.
A synthesis of a small library of fluorescent 1,4-dihydropyridine nucleoside analogues has been successfully carried out under solvent-free conditions a one-pot three-component Hantzsch condensation reaction. The process involved a Ba(NO) catalyzed solvent-free reaction between 3',5'-di--acetyl-5-formyl-2'-deoxyuridine, differently substituted β-keto ester and ammonium acetate under microwave irradiation. This facile methodology yielded the desired products with very high yields (86-96%) under solvent-free reaction conditions in a short reaction time, which was followed by a simple workup.
Aims: This study aimed at the synthesis of several spiro[benzofuran-3,3'-pyrroles] derivatives by a three-component reaction conducted by mixing DMAD, N-bridgehead het-erocycles, and benzofuran-2,3-diones in dichloromethane at room temperature for 24 h. Moreover, in vitro evaluation of their cytotoxicity affinities against FMS-like tyrosine kinase 3 was carried out.
Objectives: The objective of this study was to use a one-pot, three-component reaction to synthesize a novel set of spiro[benzofuran-3,3'-pyrroles] derivatives.
The DBU-promoted three-component coupling reaction of H-phosphonates, [60]fullerene, and alkyl bromides has been developed as a facile and efficient protocol for the one-pot synthesis of various 1,4-(phosphonyl)(organo)[60]fullerenes. This method exhibits high regioselectivity at the 1,4-position on the [60]fullerene core and features a metal-free nature, easy operation, low cost, and a wide range of substrates.
A novel class of ethyl 2-aryl-3-ethoxy-5-methyl-3-oxido-2-thiazolo[2,3-][1,4,2]diazaphosphole-6-carboxylates (2a-j) were synthesized a one-pot, three-component method. This reaction utilized ethyl 2-amino-4-methylthiazole-5-carboxylate (1) with different aromatic aldehydes and ethyl dichlorophosphite in THF under ultrasonic irradiation, with triethylamine as an efficient catalyst at 50 °C. The reaction provided the desired products 2a-j in high yields within a short timeframe.
State Key Laboratory of Anti-Infective Drug Discovery and Development, School of Pharmaceutical Sciences, Sun Yat-sen University, Guangzhou 510006, China.
A DNA-compatible three-component reaction is disclosed for the synthesis of on-DNA polysubstituted isoxazolidines that serve as privileged core scaffolds in numerous natural products and bioactive molecules. This one-pot approach involves the 1,3-dipolar cycloaddition of DNA-tagged styrenes with diazo compounds and nitrosoarenes in an aqueous solution of KOAc. The reaction demonstrates excellent functional group compatibility, providing a conventional protocol for the construction of a DNA-labeled isoxazolidine library.
