4.7 Article

Copper(I)-Catalyzed Decarboxylative N-Phosphorylation: Modular Preparation of N-Acyl Iminophosphoranes Using Dioxazolones and Phosphines

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ADVANCED SYNTHESIS & CATALYSIS
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WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.202300693

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dioxazolones; copper catalysis; N-acyl nitrene; phosphines; N-acyl iminophosphoranes

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Dioxazolones and phosphines have been used in copper(I) catalysis to access N-acyl iminophosphoranes under simple thermal conditions. The synthetic utility of this method is demonstrated by its compatibility with a wide range of substrates and excellent atom-economy. Optimization experiments reveal that copper acts as a catalytic agent in the targeted transformation.
Dioxazolones and phosphines have been used to access N-acyl iminophosphoranes in copper(I) catalysis under simple thermal conditions. The synthetic utility of this protocol is demonstrated by a broad range of substrates with an excellent atom-economy. The optimization process showed that copper demonstrated as catalytic amount toward the targeted transformation. Functionalization studies of N-acyl iminophosphoranes were also conducted. Our reaction protocol is compatible with an example of a bioactive motif-containing N-acyl iminophosphorane analogue.

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