Manoj Kumar Muthyala

Synthesis of Ionic Liquid-Supported Sulfonyl Azide and Its Application in Diazotransfer Reaction

The paper describes synthesis of a novel ionic liquid-supported sulfonyl azide and its applications as diazotransfer reagent of active methylene compounds as well as deformylative diazo transfer reagent. The diazo compounds were isolated in excellent yields (82-94%) and high purity. The method offers better separation of product and reagent. This method is experimentally simple and mild, and requires very short reaction time.

Ionic liquid as soluble support for synthesis of 1,2,3-thiadiazoles and 1,2,3-selenadiazoles.

A convenient synthesis of 1,2,3-thiadiazoles and 1,2,3-selenadiazoles was achieved using an ionic liquid as a novel soluble support. Ionic liquid-supported sulfonyl hydrazine was synthesized and reacted with a number of ketones to afford the corresponding ionic liquid-supported hydrazones that were converted to 1,2,3-thiadiazoles in the presence of thionyl chloride. The reaction of ionic liquid-supported hydrazones with selenium dioxide in acetonitrile afforded 1,2,3-selenadiazoles. The advantages of this methodology were the ease of workup, simple reaction conditions, and high purity.

Imidazolium salt-supported Mukaiyama reagent: an efficient condensation reagent for amide bond formation

A novel imidazolium salt-supported Mukaiyama reagent (2-chloropyridinium salt) has been developed and explored as an efficient coupling agent for amide bond formation. The use of an ionic liquid-supported reagent enabled isolation of the amide products by simple extraction with organic solvents in high purity and avoiding column chromatography purification.

Ionic liquid-supported sulfonyl hydrazine: a useful reagent for traceless synthesis of pyrazoles

Ionic liquid-supported sulfonyl hydrazine has been synthesized and used as a soluble support for the traceless synthesis of highly substituted pyrazoles from two different routes. Various substituted pyrazoles were synthesized in high yields. A key feature of the protocol is an easy and convenient purification process that avoids chromatographic separation of products and thus makes the method eco-friendly and economical.

Advances in Functionalized Ionic Liquids as Reagents and Scavengers in Organic Synthesis

Functionalized ionic liquids (FILs) synthesized with specific desired chemical properties have shown promising results in various areas of organic synthesis. In supported organic synthesis, FILs have become known as a new alternative to commonly used PEG and fluorous soluble supports. This review summarizes the progress of recent development in the synthesis of functionalized ionic liquids with emphasis on their applications as reagents and scavengers in organic synthesis.

Synthesis of ionic liquid-supported hypervalent iodine reagent and its application as a ‘catch and release’ reagent for α-substituted acetophenones

A novel imidazolium-based ionic liquid-supported hypervalent iodine reagent has been synthesized and employed for a ‘catch and release’ strategy with substituted acetophenones to generate various α-substituted acetophenones in good to excellent yields. The use of an ionic liquid-supported hypervalent iodine reagent avoids chromatographic separation for the purification of α-substituted acetophenones and thus makes the method greener.

Imidazolium-supported benzotriazole: an efficient and recoverable activating reagent for amide, ester and thioester bond formation in water

An efficient and recyclable imidazolium-supported benzotriazole reagent (Im-CH2-BtH) as a novel synthetic auxiliary has been synthesized and its utility as a carboxyl group activating reagent via the formation of stable imidazolium-supported acyl benzotriazoles was explored for the synthesis of amides, esters and thioesters in water under microwave conditions. The reagent was reused five times without any noticeable loss in activity. It is moisture insensitive and highly stable under thermal and aerobic conditions. The application of imidazolium-supported N-acetyl benzotriazole leads to synthesis of paracetamol on the gram scale under greener conditions in 93% yield.

Ionic liquid phase synthesis (IoLiPS) of 2-aminothiazoles and imidazo[1,2-a]pyridines

An efficient and practical ionic liquid phase synthesis (IoLiPS) of aza-heterocycles has been developed through a ‘catch-and-release’ strategy using an ionic liquid-supported hypervalent iodine reagent. The hypervalent iodine played a dual role as a reagent and as a soluble support. This strategy provided a combinatorial approach for the synthesis of 2-aminothiazoles and imidazo[1,2-a]pyridines directly from substituted acetophenones in good to excellent yields. The use of an ionic liquid supported reagent offered better isolation of the products by simple extraction with organic solvents.