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Multicomponent Synthesis of Biologically Relevant <i>S</i>-Aryl Dithiocarbamates Using Diaryliodonium Salts

Sushanta Kumar Parida, Sonal Nagarkar-Jaiswal, Priyanka Singh, Sandip Murarka

2021Organic Letters86 citationsDOI

Abstract

A transition-metal-free one-pot three-component annulation between diaryliodonium triflates, cyclic and acyclic aliphatic amines, and carbon disulfide providing a convenient and efficient access to biologically relevant S-aryl dithiocarbamates is developed. The reaction does not require metal, base, or any other additive and operates under mild and ambient conditions. This methodology is robust, scalable, and exhibits a broad substrate scope. The in silico analysis revealed that the majority of the compounds have a drug-likeness and good ADMET characteristics.

Topics & Concepts

ChemistryArylAnnulationCombinatorial chemistrySubstrate (aquarium)Base (topology)Transition metalScope (computer science)Organic chemistryCatalysisAlkylComputer scienceGeologyMathematicsMathematical analysisOceanographyProgramming languageSulfur-Based Synthesis TechniquesSynthesis and Catalytic ReactionsCatalytic C–H Functionalization Methods