Dataset Information
Regioselective dihalohydration reactions of propargylic alcohols: gold-catalyzed and noncatalyzed reactions.
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ABSTRACT:
SUBMITTER: D'Oyley JM
PROVIDER: S-EPMC4271674 | biostudies-literature | 2014 Sep
REPOSITORIES: biostudies-literature
Publications
Regioselective dihalohydration reactions of propargylic alcohols: gold-catalyzed and noncatalyzed reactions.
Angewandte Chemie (International ed. in English) 20140821 40
The regioselective conversion of propargylic alcohols into previously unreported α,α-diiodo-β-hydroxyketones was achieved by treatment with N-iodosuccinimide in the presence of a gold catalyst. The corresponding α,α-dichloro-β-hydroxyketones were obtained by treatment with trichloroisocyanuric acid in the absence of a catalyst. The latter reaction can be extended to other alkynols. These transformations can be used to prepare potentially useful halogenated building blocks. Preliminary mechanisti ...[more]