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Kinetically Guided On-Demand mCPBA Generation Enables Safe and Sustainable Light-Driven Synthesis of Davis Reagents
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DOI：10.1039/D6GC02210C.png)
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Abstract
En 中文
Oxaziridines; particularly Davis reagents; are widely used oxidants and valuable synthetic intermediates; yet their preparation typically requires handling bulk preformed oxidants such as meta-chloroperbenzoic acid (mCPBA); often in combination with halogenated solvents; creating safety and sustainability concerns. Herein; we report a safe; light-driven sequential strategy that generates mCPBA on demand from meta-chlorobenzaldehyde and molecular O₂ under natural sunlight or LED irradiation and immediately uses it to oxidize N-sulfonyl imines to Davis reagents. Kinetic analysis confirms in situ mCPBA formation without detectable accumulation; minimizing peracid-handling risk. The reaction proceeds at ambient temperature in non-halogenated solvents; offering a practical alternative to conventional protocols. A broad range of N-sulfonyl imines is converted in high yields; and the process is readily scalable. This operationally simple approach combines safety; efficiency; and green-chemistry principles for rapid access to Davis reagents.
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