Diazo Activation with Diazonium Salts: Synthesis of Indazole and 1,2,4-Triazole
Xuming Li, Xiaohan Ye, Chiyu Wei, Chuan Shan, Łukasz Wojtas, Qilin Wang, Xiaodong Shi
Abstract
A donor/acceptor diazo activation strategy, processing via condensation using diazonium salts without the addition of any other catalysts or reagents, is reported. The diazenium intermediate was found to undergo cyclization to give indazoles in excellent yields. Alternatively, in the presence of nitriles, substituted 1,2,4-triazoles were obtained in good to excellent yields. This interesting diazenium route provides a new approach to achieve complex heterocycle synthesis under mild conditions.
Topics & Concepts
DiazoChemistryIndazoleCombinatorial chemistryReagentAcceptorTriazoleCatalysisCondensationDiazonium CompoundsOrganic chemistryThermodynamicsCondensed matter physicsPhysicsCyclopropane Reaction MechanismsCatalytic C–H Functionalization MethodsSynthesis and Catalytic Reactions