19063-39-9

Upstream product

• 34701-98-9 [1,1′-biphenyl]-4-yl(2-chlorophenyl)methanone 
• 10468-76-5 m-terphenyl-4'-carboxylic acid 
• 1140-17-6 2-amino-4'-bromobenzophenone 
• 2041-19-2 3-bromofluoren-9-one 
• 98-80-6 phenylboronic acid 
• 5122-94-1 4-biphenylboronic acid 
• 98-88-4 benzoyl chloride 
• 71-43-2 benzene 
• 92-92-2 biphenyl-4-carboxylic acid 
• 2128-93-0 biphenyl-4-yl-phenyl-methanone 
• 85-44-9 phthalic anhydride 
• 92-66-0 4-bromo-1,1'-biphenyl 
• 1361992-82-6 C₁₄H₁₃NO 
• 111502-33-1 4'-amino-m-terphenyl hydrochloride 

Relevant academic research and scientific papers

Synthesis of fluorenones from aromatic aldoxime ethers and aryl halides by palladium-catalyzed dual C-H activation and heck cyclization

(Chemical Equation Presented) Highway to Heck: An efficient new one-pot palladium-catalyzed synthesis is described which affords a wide range of 9-fluorenone derivatives in good to excellent yields. A mechanism for the two distinct catalytic steps, C-H bond activation followed by oxidative intramolecular Heck cyclization, is proposed and reaction intermediates supporting this mechanism have been isolated.

Chelation-assisted Pd-catalysed ortho-selective oxidative C-H/C-H cross-coupling of aromatic carboxylic acids with arenes and intramolecular Friedel-Crafts acylation: One-pot formation of fluorenones

Pd-Catalysed ortho-selective oxidative C-H/C-H cross-coupling of aromatic carboxylic acids with arenes and subsequent intramolecular Friedel-Crafts acylation has been accomplished for the first time through a chelation-assisted C-H activation strategy. Starting from the readily available substrates, a variety of fluorenone derivatives are obtained in one pot. The direct use of naturally occurring carboxylic acid functionalities as directing groups avoids unnecessary steps for installation and removal of an extra directing group.

Ring-Opening/Recyclization Cascades of Monoactivated Cyclopropanes

A variety of cyclopropyl aryl ketones undergo uncatalyzed cascade ring-opening/recyclization reactions to generate indenones and fluorenones. In addition, a new strategy to access 3-hydroxyindanones possessing two contiguous stereogenic centers, one of th

Spirobifluorene Regioisomerism: A Structure–Property Relationship Study

The present works report the first structure–property relationship study of a key class of organic semiconductors, that is, the four spirobifluorene positional isomers possessing a para-, meta- or ortho-linkage. The remarkable and surprising impact of the ring bridging and of the linkages on the electronic properties of the regioisomers has been particularly highlighted and rationalised. The impact of the ring bridging on the photophysical properties has been stressed with notably the different influence of the linkages and the bridge on the singlet and triplet excited states. The first member of a new family of spirobifluorenes substituted in the 1-position, which presents better performance in blue phosphorescent OLEDs than those of its regioisomers, is reported. These features highlight not only the great potential of 1-substituted spirobifluorenes, but also the remarkable impact of regioisomerism on electronic properties.

Expeditious Assembly of Fluorenones through Domino Reactions of Benzoyl Chlorides with Arylboronic Acids Catalyzed by ONO Pincer-like Palladium(II) Complexes

A new set of palladium(II) complexes featuring ONO pincer-type ligands were synthesized and utilized as efficient homogeneous catalysts for the domino reactions of benzoyl chlorides with arylboronic acids to yield a library of fluorenones. The titled reaction proceeded smoothly in H2O/MeOH media at a low catalyst loading (0.1 mol %) under mild reaction conditions in an open flask, and the catalyst could be reused over six consecutive runs. To validate the currently developed methodology for industrial-level applications, a gram-scale synthesis was done. Advantageously, the present protocol does not require any external oxidant, additives, or phase-transfer agents.

Synthesis of fluorenones by using Pd(ii)/Mg-La mixed oxide catalyst

Palladium(ii)/magnesium-lanthanum mixed oxide (Pd(ii)/Mg-La mixed oxide) catalyst was used in the dehydrogenative cyclization of benzophenones to afford fluorenones. This protocol represents a direct and facile approach to accessing a variety of fluorenone derivatives by means of C-H activation under heterogeneous conditions. The catalyst was recovered by centrifugation and used for three consecutive cycles with nearly consistent activity and selectivity.

Pd-catalyzed double C-H bond activation of diaryl ketones for the synthesis of fluorenones

An efficient synthesis of fluorenones from diaryl ketones by Pd-catalyzed oxidative cyclization is described. A possible mechanism involving a carbonyl group assisted ortho-C-H activation and cyclometalation followed by a second C-H activation to form a six-membered palladacycle and reductive elimination is proposed.

Decarboxylative C-H arylation of benzoic acids under radical conditions

A decarboxylative radical cyclization reaction has been developed for the synthesis of fluorenones. The reaction uses Ag(I)/K2S 2O8 to oxidatively decarboxylate an aroylbenzoic acid to an aryl radical, which undergoes cyclization to afford fluorenone products in good yield.

Pd-catalyzed multiple C-H functionalization to construct biologically active compounds from aryl aldoxime ethers with arenes

Functional fluorenones: Aromatic aldoxime ethers react with unactivated arenes catalyzed by palladium complexes to give biologically active fluoren-9-ones (see scheme). Multiple C-H bond activation and an oxidative cyclization are involved in the reaction.