- Synthesis and Catalytic Reactions
- Cyclopropane Reaction Mechanisms
- Catalytic C–H Functionalization Methods
- Porphyrin and Phthalocyanine Chemistry
- CO2 Reduction Techniques and Catalysts
- Metal-Catalyzed Oxygenation Mechanisms
- Polyoxometalates: Synthesis and Applications
- Carbon dioxide utilization in catalysis
- Catalytic Cross-Coupling Reactions
Yale University
2019-2024
Tufts University
2020
Imines formed in situ from 2-aminopyridines and aldehydes undergo Rh(III)-catalyzed imidoyl C-H activation coupling with diazo esters to give pyrido[1,2- a]pyrimidin-4-ones. Aromatic enolizable aliphatic were both effective substrates, a broad range of functional groups incorporated at different sites on the heterocyclic products. In addition, methoxy dimethylamino functionalities could be directly installed pyrimidine ring by employing trimethyl orthoformate or N, N-dimethylformamide...
Unprotected, highly substituted morpholines were obtained through a copper-catalyzed three-component reaction utilizing amino alcohols, aldehydes, and diazomalonates. The transformation was effective for diversely aldehydes broad range of readily available vicinal including those derived from glycine, α-substituted, α,α-disubstituted acids. Epimerization using light-mediated stereochemical editing demonstrated, the unprotected morpholine products elaborated efficient transformations.
Abstract A multicomponent annulation that proceeds by imine directed Cp*Rh III ‐catalyzed N−H functionalization is disclosed. The transformation affords piperazinones displaying a range of functionality and the first example transition metal‐catalyzed functionalization. broad readily available α‐amino amides, including those derived from glycine, α‐substituted, α,α‐disubstituted amino acids, were effective inputs enabled incorporation variety acid side chains with minimal racemization....
Hydrazones readily synthesized from N-aminopyrroles or N-aminoazoles and aldehydes undergo Rh(III)-catalyzed dual C–H activation coupling with aryl- alkyl-substituted alkynes to give pyrrolopyridazines azolopyridazines, respectively. This transformation represents a rare example of hydrazoyl proceeds without heteroatom functionality direct activation. derived aromatic, alkenyl, aliphatic were effective inputs, tethering the alkyne hydrazone enabled annulations more complex, tricyclic products.
In this work, we described an electron-rich manganese mesoPYBP catalyst, Mn-SR-mesoPYBP(ClO4)2, by introducing electron-donating substituents on the ligand. We optimized catalytic performance in olefin epoxidation with H2O2 presence of acetic acid. The electron paramagnetic resonance (EPR) and cyclic voltammetry (CV) studies supported that electronic effect could stabilize high-valent intermediates cycles which largely improved reactivity epoxidation.
Abstract A multicomponent annulation that proceeds by imine directed Cp*Rh III ‐catalyzed N−H functionalization is disclosed. The transformation affords piperazinones displaying a range of functionality and the first example transition metal‐catalyzed functionalization. broad readily available α‐amino amides, including those derived from glycine, α‐substituted, α,α‐disubstituted amino acids, were effective inputs enabled incorporation variety acid side chains with minimal racemization....
Supramolecular ChemistryIn their Communication (e202215836), Ichiro Hisaki et al. demonstrate that cocrystallization of hexahydropyrene and pyrene derivatives yields porous frameworks composed non-stoichiometrically mixed multicomponent molecules through a hydrogen-bonded network.