1380243-26-4Relevant academic research and scientific papers
Ferrocene-Initiated Oxidative Cyclization of Benzaldehyde with Alkyne: New Strategy to Substituted Indenones
Feng, Yadong,Zhang, Hong,Yu, Yunliang,Yang, Lei,Cui, Xiuling
, p. 2740 - 2744 (2019)
A ferrocene-initiated oxidative cyclization of benzaldehyde with alkyne was successfully developed as a novel strategy for direct access to substituted indenones in high yields. The commercially available and cheap ferrocene was employed as an initiator. This transformation could proceed smoothly with a low initiator loading (0.5 mol-%) and provide the titled products up to 90 % yield with atom-, step-economy and good substrates tolerance. The indenones obtained would be important building blocks in organic synthesis.
Mechanochemical Solvent-Free Synthesis of Indenones from Aromatic Carboxylic Acids and Alkynes
Li, Liang,Wang, Guan-Wu
, p. 14102 - 14112 (2021/09/07)
The mechanochemical solvent-free synthesis of indenones from aromatic carboxylic acids and alkynes was achieved through triflic anhydride (Tf2O)-induced cyclization reaction. A variety of indenones including a bioactive PPARγagonist were obtained in up to 90% yield at room temperature. The present protocol has the advantages of mild reaction conditions, high reaction efficiency, and feasibility of scalable synthesis, providing a facile and sustainable route to diverse indenones.
Synthesis method for 2,3-diphenyl-1H-indene-1-one derivatives
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Paragraph 0029; 0031; 0033; 0086; 0087, (2019/01/21)
The invention discloses a synthesis method for 2,3-diphenyl-1H-indene-1-one derivatives. The synthesis method comprises the steps of: adding benzoyl formic acid, a diphenyl acetylene compound, pentamethyl cyclopentadiene dichloride iridium, copper acetate, silver hexafluoroantimonate and a silver hexafluoroantimonate into an organic solvent; heating for reaction in the presence of air; and after the reaction, carrying out post-treatment to obtain the 2,3-diphenyl-1H-indene-1-one derivative. The method synthesizes the 2,3-diphenyl-1H-indene-1-one derivative in one step through simple and easilyavailable raw materials, so that the conversion efficiency is high and the atomic economical benefit is good. Meanwhile, the synthetic method is simple to operate, high in reaction yield and wide inprimer adaptability.
Efficient indenones synthesis via iridium-catalyzed decarboxylative annulation between 2-oxo-2-phenylacetic acids and alkynes
Yu, Xiaobo,Geng, Shudong,Liu, Guanchen,Guo, Weijie,Wang, Jianhui
, p. 139 - 143 (2018/11/23)
Efficient iridium-catalyzed decarboxylative annulation reactions between 2-oxo-2-phenylacetic acids and alkyne derivatives has been achieved. [IrCp*Cl2]2 with a (CH3OC6H4)3P ligand, AgSbF6 and Cu(OAc)2 additives was the most efficient catalytic system for this transformation. This reaction is suitable for a broad range of alkynes and 2-oxo-2-phenylacetic acids and a variety of indenone derivatives were obtained in medium to high yields. This work provides an efficient approach for the construction of indenones by iridium–catalyzed decarboxylative annulation.
Rhodium-Catalyzed Oxidative Decarboxylation Annulation Reactions of Mandelic Acids and Alkynes: An Efficient Synthetic Method for Indenones
Yu, Xiaobo,Duan, Yulian,Guo, Weijie,Wang, Tao,Xie, Qingxiao,Wu, Shutao,Jiang, Chenggong,Fan, Zixiong,Wang, Jianhui,Liu, Guiyan
, p. 1027 - 1034 (2017/04/21)
Efficient rhodium-catalyzed oxidative decarboxylation annulation reactions between mandelic acids and alkyne derivatives are described. The desired indenone products were obtained in medium to good yields under the optimized reaction conditions, which were a [RhCp*Cl2]2 catalyst (10.0 mol %) in combination with a PCy3 ligand (10.0 mol %) and AgSbF6 (10 mol %) and Cu(OAc)2 (20 mol %) additives. Many functional groups are compatible with the reaction under the optimized reaction conditions. This strategy provides a promising method for the construction of indenones from cheap and commercially available starting materials.
Cobalt(III)-catalyzed annulation of esters and alkynes: A facile route to indenones
Yu, Wenlong,Zhang, Wei,Liu, Zhanxiang,Zhang, Yuhong
supporting information, p. 6837 - 6840 (2016/06/01)
An efficient protocol for the synthesis of indenones has been developed via the annulation of benzoic esters and internal alkynes by exploiting the cobalt catalyst.
Rhodium-catalyzed direct coupling of benzothioamides with alkenes and alkynes through directed C-H bond cleavage
Yokoyama, Yuki,Unoh, Yuto,Bohmann, Rebekka Anna,Satoh, Tetsuya,Hirano, Koji,Bolm, Carsten,Miura, Masahiro
, p. 1104 - 1106 (2015/09/02)
Rhodium-catalyzed direct coupling of benzothioamides with alkenes proceeds smoothly involving ortho-CH bond cleavage. The thioamides also couple with alkynes under similar conditions accompanied by desulfurization and CN bond cleavage to produce indenone derivatives.
Access to indenones by rhodium(III)-catalyzed C-H annulation of arylnitrones with internal alkynes
Qi, Zisong,Wang, Mei,Li, Xingwei
supporting information, p. 5440 - 5443 (2013/11/19)
Under redox-neutral conditions, rhodium(III)-catalyzed C-H annulation of N-tert-butyl-α-arylnitrones with internal alkynes has been realized for the synthesis of indenones under mild conditions. This reaction proceeded in moderate to high yields and with
Rhodium-catalyzed direct annulation of aldehydes with alkynes leading to indenones: Proceeding through in situ directing group formation and removal
Chen, Shuyou,Yu, Jintao,Jiang, Yan,Chen, Fan,Cheng, Jiang
supporting information, p. 4754 - 4757 (2013/10/08)
The Rh-catalyzed direct annulation of an aldehyde with an alkyne leading to indenone was achieved. The in situ temporal installation of acetylhydrazine enables the annulation of the ortho arene C-H bond with alkynes to form ketone hydrazone. Subsequently, the in situ directing group removal takes place since ketone hydrazone is more susceptible toward hydrolysis than aldehyde hydrazone. Notably, this procedure tolerates a series of functional groups, such as methoxyl, acetylamino, fluoro, trifluoromethyl, methoxycarbonyl, chloro, and bromo groups.
