A5019706746- X-ray Diffraction in Crystallography
- Crystallization and Solubility Studies
- Catalytic C–H Functionalization Methods
- Crystallography and molecular interactions
- Synthesis and Catalytic Reactions
- Radical Photochemical Reactions
- Sulfur-Based Synthesis Techniques
- Asymmetric Hydrogenation and Catalysis
- Catalytic Cross-Coupling Reactions
- Cyclopropane Reaction Mechanisms
- Oxidative Organic Chemistry Reactions
- Quinazolinone synthesis and applications
Indian Institute of Chemical Biology
2018-2024
A ruthenium(II)-catalyzed redox-neutral synthesis of dihydroisoquinoline-fused quinazolinone derivatives has been accomplished through the merger C–H activation and alkene difunctionalization using as an inherent directing group. This intermolecular reaction proceeds rapidly is complete within 10 min, providing annulation product in high yields without any stoichiometric metal oxidant. Mechanistically, this tandem directed ortho allylation followed by hydroamination with proximal −CONH...
A practical copper-catalyzed, 2-picolinamide-directed ortho C-H amination of anilines with benzoyl-protected hydroxylamines has been disclosed that proceeds smoothly without any external stoichiometric oxidant or additives. Remarkably, besides anilines, bicyclic naphthyl heterocyclic amines furnished products five- and six-membered cyclic acyclic at the position selectively. This electrophilic also in water under slightly modified reaction conditions.
We present here a copper-catalyzed electrophilic ortho C-H amination of protected naphthylamines with N-(benzoyloxy)amines, cyclization the pendant amide, and carbon to nitrogen 1,2-directing group migration cascade access N,N-disubstituted 2-benzimidazolinones. Remarkably, this highly atom-economic tandem reaction proceeds through C-C bond cleavage three new C-N formations in single operation. Intriguingly, was altered by subtle tuning directing from picolinamide thiopicolinamide furnishing...
We report herein a Pd(II)/bis-sulfoxide-catalyzed intramolecular allylic C–H acetoxylation of aryl allyl ether, amine, and amino acids with the retention labile moiety. Mechanistically, reaction proceeds through distinct double-bond isomerization from to vinylic position followed by carboxypalladation β-hydride elimination pathway. For first time, oxidation N-allyl-protected furnish five-membered heterocycles 1,3-syn-addition is established excellent diastereoselectivity.
A concise and efficient method has been developed herein for the synthesis of valuable naphtho[1,2-d]imidazole derivatives. It involves an earth-abundant cobalt-catalyzed electrophilic ortho C-H amination/cyclization/directing group removal cascade with O-benzoloxyamines using paraformaldehyde as a one carbon synthon. Picolinamide utilized traceless directing group. boosting effect HFIP is found in whole process. The reaction conditions are very simple allow easy handling, making this...
Abstract We report herein, a biomimetic approach for highly selective monodemethylation of N , ‐dimethyl anilines to generate secondary amines and subsequent coupling with α‐ketocarboxylic acids or alkynyl carboxylic form α‐ketoamides alkynamides respectively under visible light photoredox catalyst in single operation. From the deuterium‐labeling experiment, it was probed that demethylation is slowest step this tandem process. Whereas, control experiments spectroscopic studies revealed also...
A transition-metal-free, two-fold reductive coupling between α,β-unsaturated tosylhydrazones and boronic acid via 1,3-allylic borotropic shift cascade in a single operation to access stereoselective ( E , )-1,4-skipped dienes.
Abstract We report herein the tetraethylammonium bromide catalyzed intramolecular oxidative cyclization of O- or S-alkylated salicylic thiosalicylic acid derivatives to access 4H-benzo[d][1,3]dioxin-4-ones 4H-benzo[d][1,3]oxathiin-4-ones, respectively. The proceeds through a radical pathway at 110 °C. In contrast, acids smoothly room temperature via an ionic pathway. Notably, overall reactions are fast, completed within short reaction times, furnishing products in high yields and with smooth...