Properties of N-Iodosuccinimide

N-Iodosuccinimide is prepared by the accomplishment of iodine on N-silver succinimide. It is also prepared by the action of iodine monoshloride on the sodium salt of succinimide. Its molecular formula is C4H4INO2 and molecular weight is 224.99. N-lodosuccinimide is the important chemical in the organic synthesis. It is an efficient iodinating agent for both the uracil bases and pyrimidines. It has various forms of applications in it. It has oxidative cleavage of vicinal and also mono protected diols in it. It is an iodinating agent that is used for various electrophilic iodinations and as source for iodine in radical reactions. Various methoxy or methyl substituted aromatic compounds were regio selectively iodinated with N-iodosuccinimide and a catalytic amount of trifluoroacetic acid with excellent yields under mild conditions and short reaction time. N-halosuccinimide are efficiently activated in trifluoromethanesulfonic acid and allowing the halogenations of deactivated aromatics. It is more economic and easy to prepare, nonoxidising and offers sufficiently high acidity. Gold (i) catalysis enables an efficient iodination of various electron-rich arenes in the presence of N-iodosuccinimide under mild conditions.

High Impact Information On Succinimide

The sequence of succinimide consists of quantitative yielding allyl bond isomeraisation, to produce vinyl ethers that can then undergo N-iodosuccinimide mediated tethering of the desired glycosyl acceptor, and subsequent intramolecular glycosylation, to yield either alpha-glucosides or beta-mannosides accordingly. Chiral-gamma substituted allenamides have been shown to undergo efficient gold catalysed and N-iodosuccinimide mediated cyclation to highly functionalized dihydrofurans. Glycosylations involving activation with N-iodosuccinimide and silver triflate were also successful, but the stereoselectivities of these reactions in general were lower. Chemoselective hydrolysis of a variety of thyoglycosides in the presence of wide range of protecting groups has been using N-Iodosuccinimide manufacturers manufactured this reagent for better optimization which was achieved using these reagents.

Association Of N-Iodosuccinimide With Other Chemical Compounds

5-endo-dig electrophilic cyclization in acetone with room temperature gives pyrimidin-2-ones that usually precipate from the reaction mixture. A key step is the direct glycolization of galactosyl donors using thyioglycosides with benzoyl ceramide in the presence of N-Iodosuccinimide, which gave the desired oligosaccharide derivatives. In this synthesis, uncommon thioglycosyl sugar donors, prepared from the hydrolysis of natural antibiotics, proved compatible with sugar macrolide synthesis in the presence of N-Iodosuccinimide. The glycone part of the flavanoid triglycoside, kaempferol has been synthesized in good yield and stereoselectivity using N-iodosuccinimide at room temperature.

The metal free sequential dual oxidative amination under ambient conditions affords pyridines in very good yields. The reaction involves two oxidative C-N coupling and one oxidative dehydrogenation process with six hydrogen atoms removed. A good catalyzed cyclization of beta amnions intermediates and haeloduration process enables a rapid and efficient one step halopyridone synthesis. The intermolecular cyclization of 1-azido benzene proceeds smoothly in the presence of electrophonic reagents at room temperature or in the presence of catalytic amounts to afford corresponding good high yields. A convenient radical oxidative cyclization mediated by N-iodosuccinimide enables the synthesis of a serious of dibenzopyranones from a wide scope of aryl benzoic acids. This methodology offers good functional group tolerance and mild reactions conditions without the use of transition metals.

Clip to Evernote