z-logo
Premium
Rhodium(III)‐Catalyzed Tandem [2+2+2] Annulation–Lactamization of Anilides with Two Alkynoates via Cleavage of Two Adjacent C−H or C−H/C−O bonds
Author(s) -
Fukui Miho,
Shibata Yu,
Hoshino Yuki,
Sugiyama Haruki,
Teraoka Kota,
Uekusa Hidehiro,
Noguchi Keiichi,
Tanaka Ken
Publication year - 2016
Publication title -
chemistry – an asian journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.18
H-Index - 106
eISSN - 1861-471X
pISSN - 1861-4728
DOI - 10.1002/asia.201600943
Subject(s) - annulation , chemistry , cleavage (geology) , acetanilide , catalysis , bond cleavage , rhodium , tandem , medicinal chemistry , stereochemistry , ligand (biochemistry) , organic chemistry , biology , receptor , paleontology , biochemistry , materials science , fracture (geology) , composite material
An electron‐deficient Cp E rhodium(III) complex bearing a cyclopentadienyl ligand with two ethyl ester substituents catalyzes the tandem [2+2+2] annulation–lactamization of acetanilides with two alkynoates via cleavage of adjacent two C−H bonds to give densely substituted benzo[ cd ]indolones. The reactions of meta ‐methoxy‐substituted acetanilides with two alkynoates also provided benzo[ cd ]indolones via cleavage of adjacent C−H/C−O bonds. Furthermore, 3,5‐dimethoxyacetanilides reacted with two alkynoates to give dearomatized spiro compounds.

This content is not available in your region!

Continue researching here.

Having issues? You can contact us here
Accelerating Research

Address

John Eccles House
Robert Robinson Avenue,
Oxford Science Park, Oxford
OX4 4GP, United Kingdom