Late-Stage C–H Nitration of Unactivated Arenes by Fe(NO<sub>3</sub>)<sub>3</sub>·9H<sub>2</sub>O in Hexafluoroisopropanol
Yuzhu Zheng, Qi-Qi Hu, Qing Huang, Youwei Xie
Abstract
Operationally simple and generally applicable arene nitration with cheap and easily accessible chemicals has been a long-sought transformation in the synthetic organic community. In this work, we realized this goal with nontoxic and inexpensive Fe(NO 3 ) 3 ·9H 2 O as the nitro source and easily recyclable solvent hexafluoroisopropanol as the promotor via a network of hydrogen-bonding interactions. As a result of the relative mildness and high reliability of this protocol, late-stage nitration of various highly functionalized natural products and commercially available drugs was realized.
Topics & Concepts
NitrationChemistrySolventStage (stratigraphy)NitroOrganic chemistryCombinatorial chemistryAlkylBiologyPaleontologyChemical Synthesis and ReactionsNanomaterials for catalytic reactionsCatalytic C–H Functionalization Methods