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Catalytic alkyne hydrothiolation with alkanethiols using Wilkinson's catalyst

TitleCatalytic alkyne hydrothiolation with alkanethiols using Wilkinson's catalyst
Publication TypeJournal Article
Year of Publication2007
AuthorsShoai, S, Bichler, P, Kang, B, Buckley, H, Love, JA
JournalORGANOMETALLICS
Volume26
Pagination5778-5781
Date PublishedNOV 19
ISSN0276-7333
Abstract

We recently discovered that Wilkinson's catalyst (ClRh(PPh3)(3)) is an excellent catalyst for alkyne hydrothiolation with alkanethiols to provide linear alkyl (E)-vinyl sulflides, which are valuable synthetic intermediates and precursors to bioactive molecules. Deuterium-labeling studies indicate that the reaction proceeds by thiol oxidative addition, alkyne migratory insertion, and subsequent reductive elimination.

DOI10.1021/om700811e