1229-71-6Relevant academic research and scientific papers
Potassium fluoride supported on alumina induced aldol condensation of fluorene
Lu, Wen-Xing,Yan, Chao-Guo,Yao, Rong
, p. 3719 - 3723 (1996)
In the presence of potassium fluoride supported on alumina as a solid base, fluorene condensated smoothly with aromatic aldehydes in DMF at 150°C to give dibenzofulvenes in fair yield (44-90%).
Palladium-catalyzed coupling reaction of 2-iodobiphenyls with alkenyl bromides for the construction of 9-(diorganomethylidene)fluorenes
Zhao, Ya-Heng,Wang, Jian-Long,Zhou, Yun-Bing,Liu, Miao-Chang,Wu, Hua-Yue
supporting information, p. 8250 - 8253 (2021/10/12)
An atom economical protocol for the construction of 9-(diorganomethylidene)fluorenes through palladium-catalyzed coupling reactions of 2-iodobiphenyls with alkenyl bromides has been reported. The reaction proceeds through the C-H activation/oxidative addition/reduction elimination/intramolecular Heck coupling reaction to afford a series of 9-(diorganomethylidene)fluorenes with good yields. Control experiments demonstrate that a five-membered palladacycle acts as a key intermediate and β-H elimination serves as the rate-limiting step.
An N-heterocyclic carbene-catalyzed switchable reaction of 9-(trimethylsilyl)fluorene and aldehydes: Chemoselective synthesis of dibenzofulvenes and fluorenyl alcohols
Ma, Yu-Chuan,Luo, Jin-Yun,Zhang, Shi-Chu,Lu, Shu-Hui,Du, Guang-Fen,He, Lin
supporting information, p. 3717 - 3721 (2021/05/04)
An N-heterocyclic carbene-catalyzed synthesis of dibenzofulvenes and fluorenyl alcohols was developed. In the presence of 10 mol% NHC (1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene) and 4 ? molecular sieves, 9-(trimethylsilyl)fluorene undergoes an olef
Intermolecular oxidative Friedel-Crafts reaction triggered ring expansion affording 9,10-diarylphenanthrenes
Jin, Tienan,Yang, Lu,Gridnev, Ilya D.,Terada, Masahiro
supporting information, p. 8920 - 8924 (2020/12/02)
A novel intermolecular tandem oxidative aromatic coupling between arylidene fluorenes and unfunctionalized aromatics mediated by a DDQ/TFA oxidation system has been developed for the construction of 9,10-diary-lphenanthrenes (DAPs). The formation of a benzylic carbocation species possessing a quaternary sp3-carbon center on the fluorene moiety by an intermolecular oxidative Friedel-Crafts reaction of two different arenes successfully triggered the subsequent ring expansion to afford DAPs.
Iron(III) nitrate-induced aerobic and catalytic oxidative cleavage of olefins
Amaya, Toru,Fujimoto, Hayato
, p. 2657 - 2660 (2018/06/04)
Microwave-assisted catalytic oxidative cleavage of olefins using Fe(NO3)3·9H2O under O2 is reported. This reaction system is particularly effective when 9-benzylidene-9H-fluorene derivatives are used as substrates even though they are tri- and tetra-substituted olefins.
Pd-Catalyzed Autotandem Reactions with N-Tosylhydrazones. Synthesis of Condensed Carbo- and Heterocycles by Formation of a C-C Single Bond and a C-C Double Bond on the Same Carbon Atom
Paraja, Miguel,Valdés, Carlos
supporting information, p. 2034 - 2037 (2017/04/27)
A new Pd-catalyzed autotandem reaction is introduced that consists of the cross-coupling of a benzyl bromide with a N-tosylhydrazone followed by an intramolecular Heck reaction with an aryl bromide. During the process, a single and a double C-C bond are formed on the same carbon atom. Two different arrangements for the reactive functional groups are possible, rendering great flexibility to the transformation. The same strategy led to 9-methylene-9H-fluorenes, 9-methylene-9H-xanthenes, 9-methylene-9,10-dihydroacridines, and also dihydropyrroloisoquinoline and dihydroindoloisoquinoline derivatives.
New synthesis of dibenzofulvenes by palladium-catalyzed double cross-coupling reactions
Shimizu, Masaki,Nagao, Ikuhiro,Kiyomoto, Shin-Ichi,Hiyama, Tamejiro
, p. 1277 - 1284,8 (2020/09/09)
Palladium-catalyzed double cross-coupling reactions of 1,1-bis(pinacolato) borylalk-1-enes with 2,2′-dibromobiaryls and of 9-stannafluorenes with 1,1-dibromoalk-1-enes have been demonstrated to serve as new synthetic methods for dibenzofulvenes.
A comparative study in oxidative free radical reactions between 9-benzylidene-9-h fluorene derivatives and β-dicarbony1 compounds in the presence of mn(oac) 3 and can
Demirhan, Hulya,Arslan, Mustafa,Zengin, Mustafa,Kucukislamoglu, Mustafa
scheme or table, p. 488 - 494 (2012/04/23)
The reactions of some 1,3-dicarbonyl compounds with 9-benzylidene-9-H- fluorene derivatives in the presence of manganese(III)acetate and ceric ammonium nitrate (CAN) were searched. 9-benzylidene-9-H-fluorene compounds form mainly [2+3] dipolar cycloadditi
Facile synthesis of 1,2-diaryl- and triarylethenes with supported fluoride bases
Hellwinkel,Goke,Karle
, p. 973 - 978 (2007/10/02)
Differently substituted arenecarbaldehydes, mainly benzaldehydes, can be very efficiently condensed with a wide variety of methylbenzenes having an electron-withdrawing group in the para-position, as well as with fluorenes, xanthene, cyclopentadienes and indenes by using a standardized KF- or CsF-Al2O3 base system in dimethylformamide.
