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Catalyst/Metal/Solvent-Free Markovnikov Hydrothiolation of Unactivated Alkenes with Dithiocarbamic Acids

Azim Ziyaei Halimehjani, Ziya Dağalan, Zahra Marjani, Figen Gündüz, Arif Daştan, Bilal Nişancı

2024The Journal of Organic Chemistry17 citationsDOI

Abstract

Catalyst-free Markovnikov-selective hydrothiolation of unactivated alkenes still remains a great challenge. Herein, we develop a catalyst/metal/solvent-free methodology for the Markovnikov hydrothiolation of unactivated alkenes with in situ prepared dithiocarbamic acids, providing a wide array of alkyl dithiocarbamates. A variety of terminal, internal, cyclic, and acyclic unactivated alkenes were applied successfully in this protocol. This three-component thiol-ene reaction can be considered as a new family of click reactions.

Topics & Concepts

Markovnikov's ruleChemistryCatalysisSolventOrganic chemistryMetalCombinatorial chemistryRegioselectivitySulfur-Based Synthesis TechniquesChemical Synthesis and ReactionsCatalytic C–H Functionalization Methods
Catalyst/Metal/Solvent-Free Markovnikov Hydrothiolation of Unactivated Alkenes with Dithiocarbamic Acids | Litcius