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Selective Electrochemical Synthesis of 9-Aryl-10-sulfonyl Substituted Phenanthrene from Alkynes and Sulfonyl Hydrazides

Haodong Tian, Zihao Fu, Chen Li, Huang-Chu Lin, Ming Li, Shao‐Fei Ni, Li‐Rong Wen, Lin‐Bao Zhang

2022Organic Letters26 citationsDOI

Abstract

An efficient electrochemical synthesis of sulfonated phenanthrenes via the reaction of internal alkynes with sulfonyl hydrazides has been established. The protocol does not require a metal catalyst or external oxidants, providing a green and mild route to functionalized phenanthrenes. Moreover, the compatibility of various functional groups and decagram-scale experimental conditions demonstrate the practicality of the electrochemical strategy.

Topics & Concepts

SulfonylChemistryPhenanthrenesArylElectrochemistryCatalysisPhenanthreneCombinatorial chemistryOrganic chemistryPhysical chemistryElectrodeAlkylSulfur-Based Synthesis TechniquesRadical Photochemical ReactionsCatalytic C–H Functionalization Methods
Selective Electrochemical Synthesis of 9-Aryl-10-sulfonyl Substituted Phenanthrene from Alkynes and Sulfonyl Hydrazides | Litcius