Transfer of electrophilic NH to sulfides and a subsequent sulfimine‐promoted fast O transfer have been achieved in a one‐pot process unprecedentedly for the preparation of sulfoximines at ambient temperature under air. The transformations, which are metal‐, ligand‐, base‐, additive‐free, and operationally simple, proceed in just 5 min and furnish NH‐sulfoximines in good‐to‐excellent yields (up to 99 %) by treatment of sulfides with a combination of PhI(OAc)2 and ammonia source. A variety of commercially available and inexpensive electrophilic nitrogen sources are successfully used in the oxidative sulfide‐to‐sulfoximine conversions. This method features a high efficiency, excellent functional‐group tolerance, and broad substrate scope, which may facilitate its applications in medicinal chemistry area.
To tackle the problems caused by bacterial biofilms, herein, this study reports an antimicrobial hybrid amphiphile (aHA) via dynamic covalent bonds for eradicating staphylococcal biofilms. aHA is synthesized via iminoboronate ester formation between DETA NONOate (nitric oxide donor), 3 4‐dihydroxybenaldehyde, and phenylboronic acid‐modified ciprofloxacin (Cip). aHA can self‐assemble in aqueous solution with an ultra‐small critical aggregation concentration of 3.80 × 10–5 mm and high drug loading content of 73.8%. The iminoboronate ester is sensitive to the acidic and oxidative biofilm microenvironment, liberating nitric oxide and Cip that can synergistically eradicate bacterial biofilms. To this end, aHA assemblies efficiently eradicate staphylococcal infections and ameliorate inflammation in the murine peritoneal and subcutaneous infection models without any notable side effects on normal tissues. Collectively, the aHA assemblies may provide a facile and efficient alternative to the current development of anti‐biofilm therapies.
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