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Complex α‐Pyrones Synthesized by a Gold‐Catalyzed Coupling Reaction
Author(s) -
Luo Tuoping,
Schreiber Stuart L.
Publication year - 2007
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200703276
Subject(s) - oxocarbenium , alkyne , propargyl , catalysis , chemistry , combinatorial chemistry , organic chemistry , nucleophile
Sequential alkyne activation of readily available propargyl propiolates by a gold(I) catalyst yields compounds with α‐pyrone skeletons (see scheme). An intermediate oxocarbenium ion converts into distinct products by two pathways: H elimination or Friedel–Crafts‐type addition of electron‐rich aromatic and heteroaromatic derivatives.