TBPB-initiated cascade cyclization of 3-arylethynyl-[1,1′-biphenyl]-2-carbonitriles with sulfinic acids: access to sulfone-containing cyclopenta[<i>gh</i>]phenanthridines
Nengneng Zhou, Meixia Wu, Man Zhang, Xiaoqiang Zhou, Wei Zhou
Abstract
A novel TBPB-initiated cascade cyclization of 3-arylethynyl-[1,1'-biphenyl]-2-carbonitriles with sulfinic acids via C-S, C-C and C-N bond formation for the synthesis of 3-sulfonated cyclopenta[gh]phenanthridines under metal-free conditions has been developed. This protocol features mild conditions, good functional group tolerance and a broad substrate scope. By using this protocol, a variety of potentially bioactive 3-sulfonated cyclopenta[gh]phenanthridines were facilely synthesized via direct annulation.
Topics & Concepts
ChemistrySulfinic acidSulfoneCascadeBiphenylCombinatorial chemistryMedicinal chemistryStereochemistryOrganic chemistryChromatographySulfur-Based Synthesis TechniquesCatalytic C–H Functionalization MethodsRadical Photochemical Reactions