An effective one-pot synthesis of dialkoxyphosphoryl-2-oxo-2H-pyran derivatives by three-component reaction of alky bromides and dialkyl acetylenedicarboxylates in the presence of trialkyl phosphite ...is described. The reactions were performed under solvent-free conditions at 50°C and neutral conditions and provided good yields of products.
A general method for the asymmetric synthesis of α-substituted β-amino secondary alcohols is described, which comprises the four-reaction sequence (1) the proline-mediated, asymmetric, ...three-component Mannich reaction of two different aldehydes, (2) nucleophilic carbon addition to aldehyde, (3) oxidation of the resulting alcohol to the corresponding ketone, and (4) diastereoselective reduction with LiAlH(O-
t-Bu)
3 or catecholborane. The former reductant afforded the 1,2-
syn isomer, while the latter gave the 1,2-
anti isomer stereoselectively. The present method was successfully applied to the efficient asymmetric synthesis of the N-terminal amino acid moiety of nikkomycin B and B
X.
Graphical Abstract
A one-pot three-component reaction, involving condensation of 2-aminopyridines, aldehydes, and ketones/aldehydes under trifluoromethanesulfonic acid catalysis, provides rapid access to highly ...substituted novel 4H-pyrido1,2-apyrimidines.
The three-component reaction of 4-hydroxy-l-methyl-2(1H)-quinolinone, aromatic aldehydes and ethyl cyanoacetate was carried out in the presence of a catalytic amount of 4-dimethyl aminopyridine ...(DMAP) in aqueous ethanol. The reactions result in the formation of pyranoquinoline derivatives in excellent yields. Antibacterial activity has been evaluated against Gram positive and Gram negative bacteria for some of the synthesized compounds. The results indicated that these compounds are moderately effective against bacterial growth and their effectiveness is highest against Pseudomonas aeruginosa.
We describe a one-pot, three-component reaction between N-methylimidazole and activated acetylenes in the presence of kojic acid or 8-hydroxyquinoline as CH-acids. This affords 2,3-dihydroimidazoles ...and has advantages such as simple work-up and affording good yields.
1,1′-Butylenebis(3-methyl-3
H
-imidazol-1-ium) dihydrogensulfate as an efficient, halogen-free and reusable binuclear Brönsted ionic liquid catalyzed the synthesis of pyrano4,3-
b
pyran derivatives ...at 60 °C under solvent-free conditions. This method has the advantages of high yield, clean reactions, simple methodology and short reaction time. The ionic liquid could be recycled without significant loss of activity. The structure of the compounds was confirmed by IR,
1
H NMR,
13
C NMR, mass and elemental analysis.
Graphical abstract
A series of fluorinated propargylamines have been synthesized from the one-pot three-component reaction of fluorobenzaldehyde, aniline and phenylacetylene under solvent-free and microwave ...irradiation. The fluorinated propargylamines were then further transformed to chalcones or quinoline derivatives respectively depending on the different structures of propargylamines.
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► A one-pot solvent-free microwave irradiation reaction was investigated. ► A series of fluorinated propargylamines have been synthesized. ► The products were further transformed to chalcones or quinolines. ► The possible mechanism was proposed.
A series of fluorinated propargylamines have been synthesized from the one-pot three-component reaction of fluorobenzaldehyde, aniline and phenylacetylene under solvent-free and microwave irradiation. The fluorinated propargylamines were then further transformed to chalcones or quinoline derivatives respectively depending on the different structures of propargylamines.
Variously substituted 1,3-thiazines have been prepared by a three-component reaction involving a thioamide, an aldehyde, and an alkene. Two diastereomeric thiazines were transformed by ...stereoselective Staudinger reaction into the corresponding chloro-β-lactam-condensed-1,3-thiazines, and one of them was rearranged in basic media to afford a highly substituted 1,4-thiazepine. Several of the obtained compounds (six 1,3-thiazines and one β-lactam-condensed-1,3-thiazine) were analyzed by X-ray crystallography, which enabled to assign their spatial arrangement and stereochemistry.
A three-component reaction of aldehyde, (
E
)-3-aminobut-2-enenitrile and dimedone in ionic liquids, gave 1,4,5,6,7,8-hexahydro-2,7,7-trimethyl-5-oxo-4-arylquinoline-3-carbonitrile derivatives at ...50 °C. Using 2-hydroxynaphthalene-1,4-dione to replace dimedone at the same reaction conditions resulted in another series of polysubstituted benzo
h
quinoline derivatives in high yields. This method involves the advantages of mild conditions, high yields, one-pot synthesis, and an environmentally benign procedure.
Graphical abstract