2969-76-8Relevant articles and documents
A 9 - fluorenylmethylchloroformate ketone and its T-shaped oligo phenylene skeleton the preparation method of compound
-
Paragraph 0069; 0070; 0074, (2017/08/19)
The invention relates to a preparation method for 9-fluorenone and T type oligomeric phenylene skeleton compounds. The method includes: under the condition of 90-100DEG C, in a toluene solution, taking palladium acetate and tricyclohexylphosphine as the catalytic system, and adopting cesium carbonate as alkali, reacting o-dihalogenated aromatic hydrocarbon with arylboronic acid or aryl boric acid ester under CO atmosphere for 12h, thus obtaining a series of 9-fluorenone and T type oligomeric phenylene skeleton compounds. The method provided by the invention adopts simple, economical and easily available raw materials as the substrate, under the CO balloon pressure, palladium catalyzed carbonylation three-component cascade reaction is carried out to realize synthesis of 9-fluorenone compounds. Through bifunctionalization, Pi conjugated system expanded T type oligomeric phenylene skeleton compounds that are difficult to realize by previous methods can be constructed by one step, and the compounds have very great application prospects in pharmaceutical synthetic intermediates and organic photoelectric material science.
Synthesis of Fluoren-9-ones and Ladder-Type Oligo-p-phenylene Cores via Pd-Catalyzed Carbonylative Multiple C-C Bond Formation
Song, Juan,Wei, Fuliang,Sun, Wei,Li, Ke,Tian, Yanan,Liu, Chao,Li, Yali,Xie, Linghai
supporting information, p. 2106 - 2109 (2015/05/13)
A new route to various substituted fluoren-9-ones has been developed via an efficient Pd-catalyzed carbonylative multiple C-C bond formation. Under a CO atmosphere, using commercially available aryl halides and arylboronic acids as substrates, this three-component reaction proceeded smoothly in moderate to excellent yields with good functional-group compatibility. The mechanistic investigations suggested a sequential process for the reaction that forms o-bromobiaryls in the first stage followed by a cyclocarbonylation reaction. This chemistry has been successfully extended to construct ladder-type oligo-p-phenylene cores. (Chemical Equation Presented).
An aryl to imidoyl palladium migration process involving intramolecular C-H activation
Zhao, Jian,Yue, Dawei,Campo, Marino A.,Larock, Richard C.
, p. 5288 - 5295 (2008/02/02)
Biologically interesting fluoren-9-one and xanthen-9-one derivatives have been prepared by a novel aryl to imidoyl palladium migration, followed by intramolecular arylation. The fluoren-9-one synthesis appears to involve both a palladium migration mechanism and a C-H activation process proceeding through an unprecedented organopalladium(IV) hydride intermediate. The results from deuterium labeling experiments are consistent with the proposed dual mechanism.