Photocatalytic Regioselective Difunctionalization of Alkenes with Diazo Compounds and <i>tert</i>-Butyl Nitrite: Access to γ-Oximino Esters
Yantao Liu, Keyong Zhu, Jingjing Zhao, Pan Li
Abstract
A visible-light photocatalytic regioselective difunctionalization of alkenes with diazo compounds and tert -butyl nitrite has been developed. The protocol provides an efficient approach to γ-oximino esters under mild conditions. Significantly, this transformation not only shows the good compatibility of nucleophilic diazo compounds and electrophilic tert -butyl nitrite but also displays diazo compounds generating alkyl radicals that preferred addition to alkenes over nitroso radicals.
Topics & Concepts
ChemistryDiazoRegioselectivityNucleophileRadicalElectrophileNitriteNitrosoNitroso CompoundsMedicinal chemistryAlkylOrganic chemistryPhotochemistryCatalysisNitrateCyclopropane Reaction MechanismsCatalytic C–H Functionalization MethodsSynthesis and Catalytic Reactions