Copper-Catalyzed Stereoselective Cyanation/Phosphorylation of Formamides with TMSCN and P(O)-H Bonds.

Authors

Weifeng Xu, Liyong Fan, Zikang Li, Longzhi Zhu, Min Liu, Biquan Xiong

Published in

Organic letters. May 12, 2025. Epub May 12, 2025.

Abstract

A novel copper-catalyzed approach for the stereoselective cyanation and phosphorylation of formamides has been developed. This protocol enables the direct conversion of a broad range of formamides and phosphorylation agents, including H-phosphonates, H-phosphinates, and H-phosphine oxides, into the target cyanation/phosphorylation products with good to excellent yields. Notably, when optically active H-phosphinates are employed, the transformation exhibits exceptional stereoselectivity. In combination with DFT calculation and systematic step-by-step control experiments, a possible reaction mechanism is proposed.

PMID:
40354549
Bibliographic data and abstract were imported from PubMed on 13 May 2025.

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