Department of Chemistry

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Author: search.filters.author.Kumar, IndreshSubject: search.filters.subject.Organic compounds

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    Electrochemical Oxidative Coupling Between Benzylic C(sp3)–H and N–H of Secondary Amines: Rapid Synthesis of α-Amino α-Aryl Esters
    (ACS, 2021-06) Kumar, Indresh
    An intermolecular electrochemical coupling between the benzylic C(sp3)–H bond and various secondary amines is reported. The electronic behavior of two electronically rich units viz the α-position of α-aryl acetates and amines was engineered electrochemically, thus facilitating their reactivity for the direct access of α-amino esters. A series of acyclic/cyclic secondary amines and α-aryl acetates were tested to furnish the corresponding α-amino esters with high yields (up to 92%) under mild conditions.
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    Asymmetric Synthesis of Bridged N-Heterocycles with Tertiary Carbon Center through Barbas Dienamine-Catalysis: Scope and Applications
    (ACS, 2021-11) Kumar, Indresh; Kumar, Dalip
    A direct aza-Diels–Alder reaction between 2-aryl-3H-indolin-3-ones and cyclic-enones has been developed to access chiral indolin-3-one fused polycyclic bridged compounds. This method proceeds via proline-catalyzed Barbas-dienamine intermediate formation from various cyclic-enones such as 2-cyclopenten-1-one, 2-cyclohexene-1-one, and 2-cycloheptene-1-one, followed by a reaction with 2-aryl-3H-indol-3-ones. Several indolin-3-ones fusing [2.2.2], [2.2.1], and [3.2.1] skeletons decorated with a tertiary carbon chiral center have been prepared. Computational studies (DFT) supported the observed stereoselectivity in the method. The synthesized compounds have shown exciting photophysical activities and selective sensing of Pd2+ and Fe3+ ions through the fluorescence quenching “switch-off” mode.