- Tri- and tetrasubstituted functionalized vinyl sulfides by radical allylation.
Tri- and tetrasubstituted functionalized vinyl sulfides by radical allylation.
Organic letters (2013-11-26)
Laurent Debien, Marie-Gabrielle Braun, Béatrice Quiclet-Sire, Samir Z Zard
PMID24266882
摘要
2-Fluoropyridinyl-6-oxy- precursors derived from phenyl vinyl sulfide react with radicals generated from xanthates via an addition-elimination process to furnish the corresponding vinyl sulfides in good yields. This convergent method is operationally simple and enables a straightforward synthesis of the difficult to access tetrasubstituted vinyl sulfides. Vinyl sulfides were used as more robust enol ether surrogates in highly stereoselective reactions with N-acylium cations leading to nitrogen-containing polycyclic structures.
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