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Brønsted Acid-Assisted Zinc-Catalyzed Markovnikov-Type Hydrothiolation of Alkenes Using Thiols

Nobukazu Taniguchi

2020The Journal of Organic Chemistry36 citationsDOI

Abstract

The zinc-catalyzed regioselective hydrothiolation of alkenes with thiols was achieved in the presence of 4-toluenesulfonic acid. Through this procedure, Markovnikov-type sulfides were synthesized in excellent yields, and the formation of anti-Markovnikov-type sulfides was suppressed. Furthermore, the combination of numerous aryl alkenes with arenethiols or alkyl thiols was achieved using the procedure.

Topics & Concepts

Markovnikov's ruleChemistryRegioselectivityCatalysisZincArylOrganic chemistryAlkylCombinatorial chemistryThiolSulfur-Based Synthesis TechniquesChemical Synthesis and ReactionsCyberloafing and Workplace Behavior
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