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Rhodium(I)‐Catalyzed Carbonylative Annulation of Iodobenzenes with Strained Olefins and 4‐Octyne in the Presence of Furfural Involving ortho ‐C–H Bond Cleavage
Author(s) -
Furusawa Takuma,
Tanimoto Hiroki,
Nishiyama Yasuhiro,
Morimoto Tsumoru,
Kakiuchi Kiyomi
Publication year - 2017
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201601056
Subject(s) - chemistry , decarbonylation , annulation , rhodium , furfural , moiety , catalysis , bond cleavage , medicinal chemistry , cleavage (geology) , photochemistry , organic chemistry , geotechnical engineering , fracture (geology) , engineering
The rhodium(I)‐catalyzed carbonylative annulation of iodobenzenes with strained olefins in the presence of furfural as a carbonyl source, accompanied by ortho ‐C–H bond cleavage, is reported. The use of 4‐octyne in place of strained olefins also leads to the formation of the corresponding inden‐9‐one. The timely release of the carbonyl moiety via the rhodium‐catalyzed decarbonylation of furfural plays a decisive role in this reaction.