Photoinduced Phosphorylation/Cyclization of Cyanoaromatics for Divergent Access to Mono- and Diphosphorylated Polyheterocycles
Shanshan Shi, Zhipeng Zheng, Yumeng Zhang, Yufei Yang, Denghui Ma, Yuzhen Gao, Yan Liu, Guo Tang, Yufen Zhao
Abstract
The visible-light-driven switchable phosphorylation of cyanoaromatics with the 1,6-enyne moiety for the diverse and selective synthesis of phosphorylated polyheterocycles, including phosphorylated aminophosphonates, iminophosphonates, and ketones, has been described. Importantly, these photocatalytic transformations feature good functional group tolerance and high regio- and chemoselectivities under mild reaction conditions. These findings might stimulate the exploration of new photocatalytic utilizations of P(O)-H compounds by employing CN-containing substrates as the radical acceptors.
Topics & Concepts
ChemistryPhosphorylationMoietyPhotocatalysisPhotochemistryVisible spectrumEnyneCombinatorial chemistryMedicinal chemistryStereochemistryBiochemistryCatalysisOptoelectronicsPhysicsRadical Photochemical ReactionsSulfur-Based Synthesis TechniquesCatalytic C–H Functionalization Methods