Kishor Mohanan, Ph.D.
Principal Scientist,Division Of Medicinal and Process Chemistry
Discovery of Novel Reactions Involving Diazo Compounds
and Fluorocarbon Nucleophiles
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Discovery of Novel Reactions Involving Diazo Compounds and Fluorocarbon Nucleophiles
1. Chemistry of Diazo Compounds
Research in our group is primarily aimed at the development of novel synthetic methods involving diazo compounds for the synthesis of medicinally relevant heterocycles. The Bestmann–Ohira reagent (BOR, dimethyl α-diazo-β-oxopropylphosphonate) is a well-known reagent for the homologation of aldehydes to terminal alkynes under mild conditions, and this reagent is particularly useful for the homologation reactions of delicate substrates. Later, notable reports by Namboothiri and Smietana, as well as recent advances, have shown that the dimethyl (diazomethyl) phosphonate anion (DAMP) generated in situ from BOR could be employed as a versatile 1,3-dipole for the synthesis of phosphonylpyrazoles from numerous electrophilic olefins. Yet, despite the significant progress achieved in this field, most reactions require pre-functionalized olefins to generate the desired pyrazole derivatives. Our research programmes in this area are designed for the direct utilization of commercially available or readily accessible substrates in a domino-multicomponent reaction to create effective and rapid synthetic routes for the construction of synthetically valuable heterocycles.
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