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Palladium‐Catalyzed [3+3] Annulation of Vinyl Chromium(0) Carbene Complexes through Carbene Migratory Insertion/Tsuji–Trost Reaction
Author(s) -
Wang Kang,
Ping Yifan,
Chang Taiwei,
Wang Jianbo
Publication year - 2017
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201707590
Subject(s) - carbene , migratory insertion , annulation , palladium , chemistry , intramolecular force , catalysis , nucleophile , medicinal chemistry , chromium , allylic rearrangement , insertion reaction , enantioselective synthesis , combinatorial chemistry , stereochemistry , organic chemistry
Vinyl chromium(0) Fischer carbene complexes were employed as the source of π‐allylic palladium species for catalytic [3+3] annulation under palladium catalysis. Mechanistically, this transformation is proposed to involve carbene migratory insertion and intramolecular Tsuji–Trost reaction as the key steps. Substituted six‐membered heterocyclic flavonones and quinolines are obtained, depending on the nucleophilic functional group on the coupling partners.