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Palladium(II)/N-Heterocyclic Carbene-Catalyzed Regioselective Heteroannulation of Tertiary Propargyl Alcohols ando-Haloanilines to form 2-Alkenylindoles
Panyam P.K.R,
Published in Wiley
2017
Volume: 359
   
Issue: 7
Pages: 1144 - 1151
Abstract

Monometallic and bimetallic palladium(II)/N-heterocyclic carbene complexes appended with naphthalimide or bisnaphthalimide moieties were designed, synthesized, and characterized. Employment of these catalysts brings about the step-economic and regioselective heteroannulation of tertiary propargyl alcohols with o-haloanilines resulting in biologically and pharmaceutically relevant 2-alkenylindoles. Basis for the regioselective heteroannulation is unraveled by coordination of the propargylic hydroxy moiety to palladium during insertion. Embracing this methodology, a single regioisomer of unsymmetrical 2,3-disubstituted indoles could be achieved through late-stage modification. The role of the naphthalimide or bisnaphthalimide appended to the NHC on the catalytic efficiency has been studied.

About the journal
JournalData powered by TypesetAdvanced Synthesis & Catalysis
PublisherData powered by TypesetWiley
ISSN1615-4150
Open Access0