86-73-7Relevant articles and documents
Synthesis and thermal rearrangement of pentacyclo[6.5.0.04,12.05,10.09,13]trideca-2,6-diene
Marchand,Rajapaksa,Vidyasagar,Eckrich,Kumar
, p. 11937 - 11944 (1995)
Pentacyclo[6.5.0.04,12.05,10.09,13]trideca-2,6-diene (16) has been synthesized in five steps from 1-hydroxyhexacyclo[6.5.0.02,6.03,11.05,10.09,12]trideca n-7-one (10). Compound 16 undergoes thermal rearrangement to pentacyclo[7.4.0.02,6.03,11.05,10]trideca-7,12-diene (i.e. '[2.2.1]triblattadiene', 19). The intermediacy of cis,cisoid,cis-tricyclo[7.4.0.02,7[trideca-3,5,10,12-tetraene (18) in the thermal rearrangement of 16 was inferred via analysis of the 1H NMR spectrum of partially rearranged 16 and subsequently was further established via the results of a trapping experiment (i.e., fluorene was produced when thermal rearrangement of 16 was performed in the presence of 10% Pd/C).
Hydrogenation of 9-pyridylmethylene- and 9-benzylidene(aza)fluorenes in the presence of rhenium heptasulfide
Kolyadina,Soldatenkov,Ryashentseva,Prostakov
, p. 171 - 173 (1996)
Hydrogenation of 9-pyridylmethylene(aza)fluorenes and 9-benzylidene-4-azafluorene at 250°C and pH2 = 130 atm in the presence of Re2S7 as a catalyst occurs preferably at the exocyclic double bond of the fulvene fragment to yield pyridyl-9-(aza)fluorenylmethanes.
Surface confined ketyl radicals via samarium(II)-grafted mesoporous silicas [3]
Nagl, Iris,Widenmeyer, Markus,Grasser, Stefan,Koehler, Klaus,Anwander, Reiner
, p. 1544 - 1545 (2000)
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Palladium-Catalyzed Coupling of Biphenyl-2-yl Trifluoromethanesulfonates with Dibromomethane to Access Fluorenes
Pan, Shulei,Zhang, Yanghui,Zhu, Qiongqiong
, (2022/03/27)
A facile and efficient method has been developed for the synthesis of fluorenes by Pd-catalyzed C-H alkylation of biphenyl-2-yl trifluoromethanesulfonates. The trifluoromethanesulfonates are more readily available and more environmentally benign than biphenyl iodides, and are advantageous substrates for traceless directing-groupassisted C-H activation. The reaction generates C,C-palladacycles as the key intermediates that form two C(sp2)-C(sp3) bonds through reaction with CH2Br2. The reaction tolerates various functional groups, permitting easy access to a range of fluorene derivatives.
Method for reducing carbonyl reduction to methylene under illumination
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Paragraph 0033-0038, (2021/09/29)
The invention belongs to the technical field of organic chemical synthesis. The method comprises the following steps: (1) mixing the carbonyl compound and the amine compound in a solvent, reacting 3 - 6 under the illumination of 380 - 456 nm, the reaction system is low in toxicity, high in atom utilization rate 12 - 24h. and production efficiency, safe and controllable in reaction process and capable of simplifying the operation in the preparation and production process. At the same time, the residue toxicity of the reaction is minimized, the pollution caused by the production process to the environment is reduced, and the steps and operations of removing residues after the reaction are simplified. In addition, the reactant feedstock is readily available. The reactant does not need additional modification before the reaction, can be directly used for preparing production, simplifies the operation steps, and shortens the reaction route. The production cost is obviously reduced.
Palladium-catalyzed intramolecular aromatic C-H acylation of 2-arylbenzoyl fluorides
Hayakawa, Kazuki,Ikai, Kana,Ogiwara, Yohei,Sakai, Norio,Sakurai, Yuka
, p. 1882 - 1893 (2021/08/13)
The catalytic intramolecular cyclization of acyl fluorides using a Pd(OAc)2/PCy3 system is described. A wide range of 2-arylbenzoyl fluoride derivatives can be used as fluorenone precursors and the reaction proceeds via an intramolecular coupling between aromatic C-H bonds with acyl C-F bonds. The reaction can be applied to the synthesis of indenofluorenedione derivatives and to the construction of other molecules with fivemembered rings.