@caltech.edu
Research Scientist, Faculty of Chemistry and Pharmacy
California Institute of Technology
California Institute of Technology, Pasadena, California, USA
University of Regensburg, Germany
Indian Institute of Technology Hyderabad, Telangana, India.
Organic Chemistry, Transition-metal Catalysis, Visible-Light Photocatalysis, Organic Synthesis
Scopus Publications
Scholar Citations
Scholar h-index
Scholar i10-index
Tirtha Mandal, Narenderreddy Katta, Hendrik Paps, and Oliver Reiser
American Chemical Society (ACS)
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.
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.
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.
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.
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.