1,3-dipolar Cycloaddition (DC) reactions have emerged as one of the important type of cycloaddition reactions from the view point of chemical and biological industry. Particularly the Azide-Alkyne Cycloaddition, also known as “Click Chemistry” has opened up new challenges in front of medicinal and pharmaceutical chemists. Bioconjugation is a technique of coupling two different biomolecules by c...

Chiral pyrrolidines and pyrrolizidines with spirooxindole ring systems are the central skeletons for numerous alkaloids and pharmacologically important compounds. Gelesmine, pseudotabersonine, formosanine, isoformosanine, morroniside and mitraphylline are some of the alkaloids containing spirooxindole ring systems. Derivatives of spirooxindole find very wide biological applications as anti micr...

An efficient one-pot three-component procedure for the synthesis of new chiral spiro oxindolopyrrolidines/pyrrolizidines with highly regio- and diastereo-enantio, selective from 1,3-dipolar cycloaddition of azomethine ylides and chiral menthol-drived trans-cinnamic are described. The mechanism of the reaction is discussed on basis of the assignment of the absolute configuration of one of the cy...

In this research an effective and appropriate method has been developed for one-pot synthesis of new N-phenyl fulleroisoxazoline using Fe3O4@SiO2 nanoparticles as a green magnetically recyclable catalyst. The prepared catalytic samples were characterized by XRD, SEM, FT-IR and VSM. The products have been characterized by physical and spectroscopic data such as IR, 1H NMR, 13C NMR, and MS analyses.

Nitrile oxides were generated by the catalytic dehydrogenation of aromatic aldehyde oximes 2a-g with chloramine-T as oxidizing agent. The 1,3-dipolar cycloaddition of in situ generated nitrile oxides with ethyl oleate 1 produced a series of new ethyl 8-(3-aryl-4-octyl-4,5-dihydroisoxazol-5-yl)octanoate 3a-g in 6584% yield. Some of the synthesized cycloadducts have exhibited moderate to good ant...

An effective and highly regio- and diastereoselective one-pot method for the synthesis of new polynuclear dispiroheterocyclic systems with five stereogenic centers (dispiro[imidazo[4,5-e]thiazolo[3,2-b]-1,2,4-triazine-6,3'-pyrrolidine-2',3''-indoles]) comprising pyrrolidinyloxindole and imidazo[4,5-e]thiazolo[3,2-b]-1,2,4-triazine moieties has been developed. The method relies on a 1,3-dipolar ...

We report the first study of substrate-controlled diastereoselection in a double [3 + 2] dipolar cycloaddition of benzyl azide with α,β-unsaturated imides. Using a strong Brønsted acid (triflic acid) to activate the electron deficient imide π-bond, high diastereoselection was observed provided that a 1,1,3,3-tetraisopropoxydisiloxanylidene group (TIPDS) is used to restrict the conformation of t...

Simple synthesis and biological activities of modafinil derivatives are described. The key reactions include condensation of acid and propargyl alcohol, subsequent 1,3-dipolar cycloaddition reaction of alkynes and (3-azido-propyl)cyclohexane or (4-azido-butyl)benzene in the presence of sodium ascorbate and CuSO₄·5H₂O in excellent yield. They were then evaluated for the suppression of LPS-induce...

Natural products and their signature fragments are an enduring resource for identifying biological modulators. A number of biologically active alkaloids, such as strychnofoline and isorhynchophylline (Fig. 1), feature spiroindolizidine oxindoles. This fragment is considered ‘privileged’ for potential therapeutic investigation and there is much interest in developing expedient synthesis of such ...

Studying and controlling reactions at surfaces is of great fundamental and applied interest in, among others, biology, electronics and catalysis. Because reaction kinetics is different at surfaces compared with solution, frequently, solution-characterization techniques cannot be used. Here we report solution gradients, prepared by electrochemical means, for controlling and monitoring reactivity...