745809-62-5Relevant academic research and scientific papers
Study on the reactivity of diarylmethane derivatives in supercritical alcohols media: Reduction of diarylmethanols and diaryl ketones to diarylmethanes using supercritical 2-propanol
Hatano, Bunpei,Kubo, Daisuke,Tagaya, Hideyuki
, p. 1304 - 1307 (2006)
We found that diarylmethanols and diaryl ketones were smoothly reduced to the corresponding diarylalkanes using supercritical 2-propanol in good yields. Furthermore, we determined the specific reaction of fluorene using supercritical methanol at high temperature.
Modular Tandem Mizoroki-Heck/Reductive Heck Reactions to Construct Fluorenes from Cyclic Diaryliodoniums
Peng, Xiaopeng,Yang, Yang,Luo, Bingling,Wen, Shijun,Huang, Peng
, p. 222 - 226 (2020/12/01)
Starting from cyclic diaryliodoniums and terminal alkenes, a diverse set of fluorenes is conveniently constructed. The reactions catalyzed by palladium undergo one conventional Mizoroki-Heck reaction and one reductive Heck reaction. The scope of alkenes is general, leading to 29 fluorenes which would expand the structural diversity of fluorene reservoir. (Figure presented.).
Ligand-Free Ru-Catalyzed Direct sp3 C-H Alkylation of Fluorene Using Alcohols
Shaikh, Moseen A.,Agalave, Sandip G.,Ubale, Akash S.,Gnanaprakasam, Boopathy
, p. 2277 - 2290 (2020/02/04)
The sp3 C-H alkylation of 9H-fluorene using alcohol and a Ru catalyst via the borrowing hydrogen concept has been described. This reaction was catalyzed by the [Ru(p-cymene)Cl2]2 complex (3 mol %) and exhibited a broad reaction scope with different alcohols, allowing primary and secondary alcohols to be employed as nonhazardous and greener alkylating agents with the formation of environmentally benign water as a byproduct. A variety of 9H-fluorene underwent selective and exclusive mono-C9-alkylation with primary alcohols in good to excellent isolated yield (26 examples, 50-92% yield), whereas this reaction with secondary alcohols in the absence of any external oxidants furnished the tetrasubstituted alkene as the major product. Furthermore, a base-mediated C-H hydroxylation of the synthesized 9H-fluorene derivatives afforded 9H-hydroxy-functionalized quaternary fluorene derivatives in excellent yield.
T -BuOK-catalysed alkylation of fluorene with alcohols: A highly green route to 9-monoalkylfluorene derivatives
Fan, Jiang-Tao,Fan, Xin-Heng,Gao, Cai-Yan,Wang, Zhenpeng,Yang, Lian-Ming
, p. 35913 - 35916 (2019/11/16)
A simple, mild and efficient protocol was developed for the alkylation of fluorene with alcohols in the presence of t-BuOK as catalyst, affording the desired 9-monoalkylfluorenes with near quantitative yields in most cases.
Nickel-catalyzed synthesis of 9-monoalkylated fluorenes from 9-fluorenone hydrazone and alcohols
Fan, Jiang-Tao,Fan, Xin-Heng,Chen, Yong-Jie,Gao, Cai-Yan,Yang, Lian-Ming
, p. 2895 - 2902 (2019/08/12)
A practical protocol was disclosed for the nickel-catalyzed C-alkylation of 9-fluorenone hydrazone with alcohols using t-BuOK as the base, and 9-monoalkylated fluorene derivatives were obtained in good yields under the benign conditions.
Vicinal Dichlorination of o -Vinylbiphenyls and the Synthesis of 9-(Arylmethyl)fluorenes via Tandem Friedel-Crafts Alkylations
Jameel, Islam,Murphy, Graham K.,Zhao, Zhensheng
, p. 2648 - 2659 (2019/06/20)
Reacting ortho -vinylbiphenyls with (dichloroiodo)benzene (PhICl 2) gives vicinal dichlorides, rapidly, and in excellent yield at room temperature. Treating the vic -dichlorides with 50 molpercent AlCl 3 in the presence of arene nucleophiles results in sequential intramolecular and intermolecular Friedel-Crafts alkylations to generate 9-(arylmethyl)fluorene derivatives. The dichlorination and alkylation reactions are operationally simple and tolerant of a variety of functional groups and substitution patterns, and give the products in moderate to excellent yield.
Aldehyde/ketone-catalyzed highly selective synthesis of 9-monoalkylated fluorenes by dehydrative C-alkylation with primary and secondary alcohols
Chen, Jianhui,Li, Yang,Li, Shuangyan,Liu, Jianping,Zheng, Fei,Zhang, Zhengping,Xu, Qing
supporting information, p. 623 - 628 (2017/08/17)
By using aldehydes or ketones as the catalyst and screening CsOH out as the more effective base than KOH in many instances, an efficient 9-C-alkylation of fluorenes with alcohols was achieved to provide a green and practical method for general synthesis of the useful 9-monoalkylated fluorenes in high selectivities. This new method tolerates a wide range of substrates including activated and unactivated primary and secondary alcohols, thus solving the issues remaining in the field and largely broadening the diversity of the 9-monoalkylated fluorenes. Consequently, fine-tuning of the alkylated fluorenes was made possible to provide specific fluorene monomers for function-oriented polyfluorenes. Preliminary mechanistic studies revealed that the external carbonyl compounds can be quantitatively regenerated and recovered in the reaction cycle.
