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Fulvene Synthesis by Rhodium(I)‐Catalyzed [2+2+1] Cycloaddition: Synthesis and Catalytic Activity of Tunable Cyclopentadienyl Rhodium(III) Complexes with Pendant Amides
Author(s) -
Yoshizaki Soichi,
Shibata Yu,
Tanaka Ken
Publication year - 2017
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201612590
Subject(s) - rhodium , chemistry , cyclopentadienyl complex , cycloaddition , fulvene , annulation , moiety , catalysis , amide , medicinal chemistry , reductive elimination , organic chemistry
It has been established that a Rh I+ /segphos complex catalyzes the [2+2+1] cycloaddition of 1,6‐diynes with cyclopropylideneacetamides to give substituted fulvenes in good yields. The reductive complexation of the product fulvenes with RhCl 3 in EtOH furnished the corresponding dinuclear cyclopentadienyl Rh III complexes bearing a pendant amide moiety. These Rh III complexes were highly active catalysts for oxidative annulation and cyclization through C(sp 2 )−H and C(sp 3 )−H functionalization.