Novel fluorescent strigolactone derivatives that contain the piperidine-substituted 1,8-naphthalimide ring system connected through an ether link to a bioactive 3-methyl-furan-2-one unit were synthesized and their spectroscopic properties investigated. The solvatochromic behavior of these piperidine-naphthalimides was monitored in solvents different polarity using electronic absorption fluorescence spectra. These compounds exhibited strong positive solvatochromism taking into account change...

Pyrrolo[2,1-a]isoquinoline derivatives were synthesized by one-pot three-component reactions starting from isoquinoline, 2-bromoacetophenones and different non-symmetrical acetylenic dipolarophiles using 1,2-epoxypropane as solvent. The structure of the compounds was assigned IR NMR spectroscopy.

Herein is reported a simple and efficient one-pot three-component synthesis of pyrrolo[1,2-c]pyrimidine derivatives starting from various substituted pyrimidines, 2-bromoacetophenones, electron deficient alkynes in epoxides acting both as reaction medium HBr scavanger. This method proved to be very lucrative avoids formation ylide inactivation products. The represents an environmentally benign alternative classical methods. new library compounds was briefly characterized regarding the...

The importance of strigolactones in plant biology prompted us to synthesize simplified strigolactone mimics effective as exogenous signals for rhizosphere organisms. New easily derived from simple and available starting materials significant amounts were prepared fully characterized. These compounds contain an aromatic or heterocyclic ring, usually present various bioactive molecules, connected by ether link a furan-2-one moiety. new synthesized confirmed be active on pathogenic fungi...

The synthesis of the pyrrolo[2,1-a]phthalazine derivatives was performed by an efficient one-pot three-component reaction starting from phthalazine, 2-bromoacetophenones and nonsymmetrical symmetrical acetylenic dipolarophiles in 1,2-epoxybutane as both medium HBr scavenger. structure compounds assigned IR NMR spectroscopy.

The one-pot three-component reactions of 1-substituted benzimidazoles with ethyl bromoacetate and electron-deficient alkynes, in 1,2-epoxybutane, gave a variety pyrrolo[1,2- ]quinoxalin-4-ones ]benzimidazoles. influence experimental conditions on the course reaction was investigated. A novel synthetic pathway starting from unsubstituted at five membered ring, alkyl bromoacetates non-symmetrical alkynes molar ratio 1:2:1, 1,2-epoxybutane reflux temperature, led directly to fair yield by an reaction.

A simple one-pot multicomponent procedure has been developed for the synthesis of pyrrolo[1,2-a]benzimidazole and pyrrolo[1,2-a]quinoxaline derivatives by heating a 1:2:1 molar mixture benzimidazole unsubstituted on imidazole ring, 2-bromoacetophenone derivative, nonsymmetrical activated alkyne in refluxing 2-ethyloxirane. The reaction can be performed under conventional reflux conditions or with microwave irradiation.

The three possible structural isomers of 4-(pyridyl)pyrimidine were employed for the synthesis new pyrrolo[1,2- c ]pyrimidines and indolizines, by 1,3-dipolar cycloaddition reaction their corresponding N -ylides generated in situ from cycloimmonium bromides. In case 4-(3-pyridyl)pyrimidine 4-(4-pyridyl)pyrimidine quaternization reactions occur as expected at pyridine nitrogen atom leading to pyridinium bromides consequently indolizines via -ylides. However, 4-(2-pyridyl)pyrimidine steric...

The synthesis of a library pyrrolo[1,2-a]quinoline derivatives 4-33 was performed by an efficient one-pot, three-component reaction from quinolines 1a-c, 2-bromoacetophenones 2 and non-symmetrical acetylenic dipolarophiles 3a-c in 1,2-epoxypropane as both medium HBr scavenger. As this approach unsuccessful the case DMAD, different method used for pyrrolo[1,2-a]quinolines 35-44. structural features cycloadducts 19 44 were investigated X-ray analysis.

Abstract New pyrrolo[2,1‐ a ]isoquinolines were obtained by two one‐pot procedures via 1,3‐dipolar cycloaddition between the isoquinolinium N‐ylides and symmetrical acetylenic dipolarophiles, avoiding formation of dihydro intermediates. For structural comparison, derivatives classical two‐stage reaction characterized NMR X‐ray crystallography, allowing complete stereochemistry assignments. © 2011 Wiley Periodicals, Inc. Heteroatom Chem 22:723–729, 2011; View this article online at...

Several 3,5-disubstituted isoxazoles were obtained in good yields by regiospecific 1,3-dipolar cycloaddition reactions between aromatic nitrile oxides, generated situ from the corresponding hydroxyimidoyl chlorides, with non-symmetrical activated alkynes presence of catalytic amounts copper(I) iodide. Effects on nitric oxide and reactive oxygen species generation Arabidopsis tissues was studied using specific diaminofluoresceine dyes as fluorescence indicators.

Strigolactones (SLs) have potential to be used in sustainable agriculture mitigate various stresses that plants deal with. The natural SLs, as well the synthetic analogs, are difficult obtain sufficient amounts for practical applications. At same time, fluorescent SLs would useful mechanistic understanding of their effects based on bio-imaging or spectroscopic techniques. In this study, new SL mimics containing a substituted 1,8-naphthalimide ring system connected through an ether link...

The pyrrolo[1,2-a]quinoline derivatives 4 and 6 were obtained by 1,3-dipolar cycloaddition of the quinolinium N-ylides in a one-pot three-component reaction under assistance solvent which acts as both medium HBr scavenger.The could not be extended to compounds 8a-c two steps.The characterized NMR cycloadduct 4e was investigated X-ray analysis.

New indolizine derivatives were synthesized by an efficient one‐pot three‐component procedure starting from commercially available materials such as 2,2′‐dipyridyl, substituted bromoacetophenones, and electron‐poor alkynes in 1,2‐epoxybutane reaction solvent acid scavenger.

Treatment of quinazolin-4(3H)-one bromides with acetylenic dipolarophiles in 1,2-epoxybutane medium gave, good yields, N-arylpyrroles instead the corresponding pyrrolo[1,2-a]quinazolines. The structures pyrroles were deduced by NMR spectroscopy and confirmed X-ray crystal structure analysis. ¹H spectra ethyl esters revealed hindered rotation about N-Ar bond.

New tri-and tetra-substituted N-arylpyrroles were synthesized by one-pot reaction of 3,7disubstituted quinazolinonium bromides with substituted alkynes having at least one electronwithdrawing substituent in 1,2-epoxybutane acting both as solvent and hydrogen bromide scavenger.Structural characterization the new compounds was based on IR NMR spectroscopy well single crystal X-ray analysis.

New pyrrolo[1,2-c]pyrimidines derivates having a biphenyl moiety at position 3 have been synthesized by 1,3-dipolar cycloaddition of their corresponding N-ylides with activated alkynes. FTIR, 1H and 13C NMR spectroscopy elemental analysis used to characterize the structures new nine pyrrolo[1,2-c]pyrimidine derivates. Absorption fluorescence spectra recorded. The appropriate solvent for photoluminescence properties studied compounds has found be chloroform:acetonitrile mixture (1:1). main...