Bischler–Napieralski Synthesis of 6-Alkynyl Phenanthridines Based on Tf<sub>2</sub>O-Promoted Electrophilic Activation of <i>N</i>-Aryl-2-propynamides
Lidong Shan, Hongchen Li, Lin Min, Yunxiang Weng, Xinyan Wang, Yuefei Hu
Abstract
An efficient method for the synthesis of 6-alkynyl phenanthridines was developed. The method offered the first example to use 2-propynamides as substrates in the Bischler-Napieralski reaction and to create alkynylnitrilium triflates as new active intermediates in organic synthesis.
Topics & Concepts
ChemistryElectrophileArylCombinatorial chemistryOrganic synthesisOrganic chemistryMedicinal chemistryCatalysisAlkylAdvanced Synthetic Organic ChemistryChemical synthesis and alkaloidsCatalytic C–H Functionalization Methods