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CO Gas‐free Intramolecular Cyclocarbonylation Reactions of Haloarenes Having a C‐Nucleophile through CO‐Relay between Rhodium and Palladium
Author(s) -
Morimoto Tsumoru,
Yamashita Mana,
Tomiie Ai,
Tanimoto Hiroki,
Kakiuchi Kiyomi
Publication year - 2020
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.201901595
Subject(s) - carbonylation , rhodium , palladium , nucleophile , intramolecular force , decarbonylation , moiety , chemistry , catalysis , organic chemistry , carbon monoxide , combinatorial chemistry , photochemistry
We describe transfer carbonylation reactions of 2‐bromoarenes that contain a carbon‐nucleophile using aldehydes as a substitute for CO, leading to the formation of indanone derivatives. The transformation proceeds efficiently under Rh I /Pd 0 ‐hybrid catalytic conditions consisting of two discrete transition metals, rhodium and palladium, which catalyze the decarbonylation of aldehydes and the subsequent carbonylation of bromoarenes using the resulting carbonyl moiety, respectively. The majority of the abstracted CO is transferred directly to the product via a CO‐relay process from rhodium to palladium.