Journal
ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 12, Issue 14, Pages 2310-2321Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c4ob00103f
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Funding
- Natural Science Foundation of Zhejiang Province [LR12B02001]
- National Science Foundation of China [21172199]
- Open Research Fund of the Key Laboratory of the Ministry of Education for Advanced Catalysis Materials [ZJHX201310]
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A mild and efficient preparation of (Z)-beta-halo alkenyl sulfides via the K2CO3-promoted hydrothiolation of haloalkynes has been realized, producing (Z)-beta-bromo and (Z)-beta-chloro vinylic sulfides in high yields with excellent regio- and stereoselectivity. This approach covers a variety of substrates, including both aryl and alkyl haloalkynes. Meaningfully, it allows a facile access to stereodefined (Z)- or (E)-trisubstituted olefins featuring the iterative cross-coupling of carbon-halide and carbon-sulfur bonds of beta-halo alkenyl sulfides.
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