NARENDER REDDY

@caltech.edu

Research Scientist, Faculty of Chemistry and Pharmacy
California Institute of Technology



                       

https://researchid.co/narenkatta

EDUCATION

California Institute of Technology, Pasadena, California, USA
University of Regensburg, Germany
Indian Institute of Technology Hyderabad, Telangana, India.

RESEARCH INTERESTS

Organic Chemistry, Transition-metal Catalysis, Visible-Light Photocatalysis, Organic Synthesis

6

Scopus Publications

47

Scholar Citations

4

Scholar h-index

3

Scholar i10-index

Scopus Publications


  • Divergent and Synergistic Photocatalysis: Hydro- and Oxoalkylation of Vinyl Arenes for the Stereoselective Synthesis of Cyclopentanols via a Formal [4+1]-Annulation of 1,3-Dicarbonyls
    Narenderreddy Katta, Quan-Qing Zhao, Tirtha Mandal, and Oliver Reiser

    American Chemical Society (ACS)
    The controllable divergent reactivity of 1,3-dicarbonyls is described, which enables the efficient hydro- and oxoalkylation of vinyl arenes. Both reaction pathways are initiated through the formation of polarity-reversed C-centered-radical intermediates at the active methylene center of 1,3-dicarbonyls via direct photocatalytic C–H bond transformations. The oxoalkylation of alkenes is achieved under aerobic conditions via a Cu(II)-photomediated rebound mechanism, while the corresponding hydroalkylation becomes possible under a nitrogen atmosphere by the combination of 4CzIPN and a Brønsted base. The breadth of these divergent protocols is demonstrated in the late-stage modification of drugs and natural products and by the transformation of the products to a variety of heterocycles such as pyridines, pyrroles, or furans. Moreover, the two catalytic modes can be combined synergistically for the stereoselective construction of cyclopentanol derivatives in a formal [4+1]-annulation process.

  • Visible-Light-Mediated Photocatalytic Oxidative C-C Bond Cleavage of Geminal Diazides: An Approach to Oxamates
    Duddu S. Sharada, Narenderreddy Katta, Arumugavel Murugan, and Sonika Sharma

    Georg Thieme Verlag KG
    AbstractPhotoredox catalysis has received great attention in both academia and industry and remarkable progress has been made over the past decade. Now, it has been shown that a visible-light-mediated oxidative C–C bond cleavage of geminal diazides can be induced by organic dye catalysis for the synthesis of oxamates. A mechanistic study, confirmed by control experiments, indicates that this proceeds through single-electron transfer (SET). This methodology can be applied to convert a wide array of geminal diazides into oxamates.

  • Visible light-mediated photocatalytic oxidative cleavage of activated alkynes: Via hydroamination: A direct approach to oxamates
    Narenderreddy Katta, Mamata Ojha, Arumugavel Murugan, Sagar Arepally, and Duddu S. Sharada

    Royal Society of Chemistry (RSC)
    The direct oxidative cleavage of activated alkynes via hydroamination has been described using organic photocatalyst under visible-light irradiation at room temperature.

  • Exocyclic N-Acyliminium Ion (NAI) Cyclization: Access to Fully Substituted Oxazoles and Furocoumarins
    Venkata Nagarjuna Babu, Arumugavel Murugan, Narenderreddy Katta, Suman Devatha, and Duddu S. Sharada

    American Chemical Society (ACS)
    A concise, one-pot route to oxazoles and furocoumarins has been reported. The key step in this transformation involves in situ generation of N-acyliminium ion (NAI) precursor under catalyst and solvent-free conditions and their further transformations promoted by superacid in the same pot. We have also presented the experimental evidence for the involvement of proto-solvated novel exocyclic N-acyliminium ion. Further, the UV-visible and fluorescence studies revealed that few of the compounds reported here exhibited emission of blue light upon irradiation in EtOH in the region of 404-422 nm.

  • Stereoselective Aminoiodination of Activated Alkynes with Organoiodine(III) Reagents and Amines via Multiple-Site Functionalization: Access to Iodinated Enamines and N-Aryl Indoles
    Sagar Arepally, Ajoy Chamuah, Narenderreddy Katta, and Duddu S. Sharada

    Wiley
    A stereoselective aminoiodination of activated alkynes with PhI(OAc)2 and amines via multiple-site functionalization to afford (Z)diethyl 2-(diphenylamino)-3-iodomaleate derivatives with superior yields has been described. The key feature of this reaction is the incorporation of iodide and aryl group concurrently in the same molecule in a stereoselective manner by employing PhI(OAc)2 as electrophilic reagent as well as iodide and aryl group source. The high stereoselectivity of the reaction can be explained based on the structure of the possible intermediates, the conformations of which controlled by the hydrogen bonding, steric hindrance and electrostatic attractions. This reaction proceeds under mild conditions, providing various dialkyl 2-(diphenylamino)-3-iodomaleates by a single operation starting from activated alkynes. The robustness of our strategy is revealed by making of bis (dialkyl 2-(diphenylamino)-3-iodomaleate) derivatives involving formation of four new C-N bonds and two C-I bonds with a single step. The synthesized inactive 3° enamines (dialkyl 2-(diphenylamino)-3-iodomaleates) could be further transformed into highly substituted indoles via Pd catalyzed C-H and C-I activation under non-acidic conditions.

RECENT SCHOLAR PUBLICATIONS

  • Merging Cu (I) and Cu (II) Photocatalysis: Development of a Versatile Oxohalogenation Protocol for the Sequential Cu (II)/Cu (I)-Catalyzed Oxoallylation of Vinylarenes
    T Mandal, N Katta, H Paps, O Reiser
    ACS Organic & Inorganic Au 3 (4), 171-176 2023

  • Divergent and Synergistic Photocatalysis: Hydro-and Oxoalkylation of Vinyl Arenes for the Stereoselective Synthesis of Cyclopentanols via a Formal [4+ 1]-Annulation of 1, 3
    N Katta, QQ Zhao, T Mandal, O Reiser
    ACS catalysis 12 (22), 14398-14407 2022

  • Visible-Light-Mediated Photocatalytic Oxidative C–C Bond Cleavage of Geminal Diazides: An Approach to Oxamates
    N Katta, A Murugan, S Sharma, DS Sharada
    SynOpen 5 (02), 152-157 2021

  • Visible light-mediated photocatalytic oxidative cleavage of activated alkynes via hydroamination: a direct approach to oxamates
    N Katta, M Ojha, A Murugan, S Arepally, DS Sharada
    RSC advances 10 (21), 12599-12603 2020

  • Exocyclic N-Acyliminium Ion (NAI) Cyclization: Access to Fully Substituted Oxazoles and Furocoumarins
    VN Babu, A Murugan, N Katta, S Devatha, DS Sharada
    The Journal of Organic Chemistry 84 (11), 6631-6641 2019

  • Stereoselective Aminoiodination of Activated Alkynes with Organoiodine (III) Reagents and Amines via Multiple‐Site Functionalization: Access to Iodinated Enamines and N‐Aryl
    S Arepally, A Chamuah, N Katta, DS Sharada
    European Journal of Organic Chemistry 2019 (7), 1542-1547 2019

MOST CITED SCHOLAR PUBLICATIONS

  • Exocyclic N-Acyliminium Ion (NAI) Cyclization: Access to Fully Substituted Oxazoles and Furocoumarins
    VN Babu, A Murugan, N Katta, S Devatha, DS Sharada
    The Journal of Organic Chemistry 84 (11), 6631-6641 2019
    Citations: 18

  • Visible light-mediated photocatalytic oxidative cleavage of activated alkynes via hydroamination: a direct approach to oxamates
    N Katta, M Ojha, A Murugan, S Arepally, DS Sharada
    RSC advances 10 (21), 12599-12603 2020
    Citations: 12

  • Divergent and Synergistic Photocatalysis: Hydro-and Oxoalkylation of Vinyl Arenes for the Stereoselective Synthesis of Cyclopentanols via a Formal [4+ 1]-Annulation of 1, 3
    N Katta, QQ Zhao, T Mandal, O Reiser
    ACS catalysis 12 (22), 14398-14407 2022
    Citations: 11

  • Stereoselective Aminoiodination of Activated Alkynes with Organoiodine (III) Reagents and Amines via Multiple‐Site Functionalization: Access to Iodinated Enamines and N‐Aryl
    S Arepally, A Chamuah, N Katta, DS Sharada
    European Journal of Organic Chemistry 2019 (7), 1542-1547 2019
    Citations: 4

  • Merging Cu (I) and Cu (II) Photocatalysis: Development of a Versatile Oxohalogenation Protocol for the Sequential Cu (II)/Cu (I)-Catalyzed Oxoallylation of Vinylarenes
    T Mandal, N Katta, H Paps, O Reiser
    ACS Organic & Inorganic Au 3 (4), 171-176 2023
    Citations: 2