Catalytic Regioselective Synthesis of Structurally Diverse Indene Derivatives from N -Benzylic Sulfonamides and Disubstituted Alkynes
2010; American Chemical Society; Volume: 12; Issue: 17 Linguagem: Inglês
10.1021/ol101524w
ISSN1523-7060
AutoresCong‐Rong Liu, Fulai Yang, Yi‐Zhou Jin, Xiantao Ma, Dao‐Juan Cheng, Nan Li, Shi‐Kai Tian,
Tópico(s)Catalytic C–H Functionalization Methods
ResumoAn unprecedented protocol has been developed for the regioselective synthesis of structurally diverse indene derivatives from readily accessible N-benzylic sulfonamides and disubstituted alkynes through FeCl3-catalyzed cleavage of sp3 carbon−nitrogen bonds to generate benzyl cation intermediates. In the presence of 10 mol % of FeCl3, a broad range of N-benzylic sulfonamides smoothly react with internal alkynes, alkynylcarbonyl compounds, alkynyl chalcogenides, or alkynyl halides to afford various functionalized indene derivatives with extremely high regioselectivity.
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