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Electrophilic Thiocyanato Reagent Assisted Oxa-Michael/Thiocyanation of α,β-Unsaturated Ketones

Zhenda Fu, Yong Gao, Hongquan Yin, Fu‐Xue Chen

2021The Journal of Organic Chemistry17 citationsDOI

Abstract

A route for thiocyanation-functionalization of the electron-deficient C═C double bond was developed. Regioselective thiocyanation-etherification of α,β-unsaturated ketones was achieved. The desired products were obtained in moderate to high yields under mild conditions. It was suggested that the nucleophile was activated by the electrophilic thiocyanato reagent, and difunctionalization was achieved through a 1,4-addition/thiocyanation pathway.

Topics & Concepts

ChemistryRegioselectivityReagentElectrophileNucleophileDouble bondSurface modificationOrganic chemistryCombinatorial chemistryMedicinal chemistryCatalysisPhysical chemistrySulfur-Based Synthesis TechniquesSynthesis and Catalytic ReactionsChemical Synthesis and Reactions
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