Litcius/Paper detail

Nickel-Catalyzed Radical Ring-Opening Phosphorylation of Cycloalkyl Hydroperoxides Leading to Distal Acylphosphine Oxides

Yue Ying, Ziyi Ye, An Wang, Xingjie Chen, Shanshan Meng, Pengxiang Xu, Yuxing Gao, Yufen Zhao

2023Organic Letters11 citationsDOI

Abstract

A facile and efficient nickel-catalyzed C-C bond cleavage/phosphorylation of various cycloalkyl hydroperoxides was developed. This radical ring-opening strategy provided practical access to structurally diverse distal ketophosphine oxides in one pot through concurrent C═O/C-P bond formation with high atom economy under mild room temperature and base-free conditions.

Topics & Concepts

ChemistryCatalysisRing (chemistry)Cleavage (geology)NickelBond cleavagePhosphorylationPhotochemistryCombinatorial chemistryMedicinal chemistryOrganic chemistryBiochemistryGeotechnical engineeringEngineeringFracture (geology)Catalytic C–H Functionalization MethodsCatalytic Cross-Coupling ReactionsSulfur-Based Synthesis Techniques