ABSTRACT
Herein, we report a photoinduced sulfoximine-to-copper charge-transfer-enabled generation of sulfoximinyl radicals directly from NH-sulfoximines for C-H sulfoximination of arenes via radical addition. Through copper-LMCT, N-arylation of NH-sulfoximines was achieved for the first time using arenes of different electronic structures as the aryl donors.
ABSTRACT
Sulfoximines are synthetically important scaffolds and serve important roles in drug discovery. Currently, there is no solution to decarboxylative sulfoximination of benzoic acids; although thoroughly investigated, limited substrate scope and harsh reaction conditions still hold back traditional thermal aromatic decarboxylative functionalization. Herein, we realize the first decarboxylative sulfoximination of benzoic acids via photo-induced ligand to copper charge transfer (copper-LMCT)-enabled decarboxylative carbometalation. The transformation proceeds under mild reaction conditions, has a broad substrate scope, and can be applied to late-stage functionalization of complex small molecules.
ABSTRACT
Herein, we report the first decarboxylative hydroxylation to synthesize phenols from benzoic acids at 35 °C via photoinduced ligand-to-metal charge transfer (LMCT)-enabled radical decarboxylative carbometalation. The aromatic decarboxylative hydroxylation is synthetically promising due to its mild conditions, broad substrate scope, and late-stage applications.
ABSTRACT
We developed a polymer-encapsulated DNase, n(DNase), which can efficiently accumulate in biofilm and expose the DNase to cleave the eDNA of the biofilm. CLSM and crystal violet staining results demonstrated effective biofilm disintegration (92.2%) when treated with n(DNase). This work demonstrated a general approach for coating matrix-dispersion enzymes to achieve biofilm disintegration and provided a promising strategy for treating biofilm-associated infections.
Subject(s)
Anti-Bacterial Agents/pharmacology , Biofilms/drug effects , Deoxyribonucleases/pharmacology , Enzymes, Immobilized/pharmacology , Staphylococcus aureus/drug effects , Anti-Bacterial Agents/administration & dosage , Deoxyribonucleases/administration & dosage , Drug Carriers/chemistry , Drug Synergism , Enzymes, Immobilized/administration & dosage , Humans , Polymers/chemistry , Staphylococcal Infections/drug therapy , Staphylococcal Infections/microbiology , Staphylococcus aureus/physiologyABSTRACT
Herein, we report a two-step process forming arene C-O bonds in excellent site-selectivity at a late-stage. The C-O bond formation is achieved by selective introduction of a thianthrenium group, which is then converted into C-O bonds using photoredox chemistry. Electron-rich, -poor and -neutral arenes as well as complex drug-like small molecules are successfully transformed into both phenols and various ethers. The sequence differs conceptually from all previous arene oxygenation reactions in that oxygen functionality can be incorporated into complex small molecules at a late stage site-selectively, which has not been shown via aryl halides.
