112818-89-0Relevant academic research and scientific papers
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 (2019)
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.
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.
An Approach to One-Pot Regioselective Synthesis of Indenones through Palladium-Catalyzed Annulation in Water
Ramesh, Karu,Satyanarayana, Gedu
, p. 4135 - 4146 (2018/08/11)
A one-pot synthesis of indenones is presented. The process involves palladium-catalyzed annulation of ortho-halobenzaldehydes with internal alkynes. Notably, it proceeded successfully in water as the sole, and green, solvent. Significantly, unlike in earlier reports, this protocol showed excellent regioselectivity with unsymmetrical alkylarylacetylenes. Further, the strategy was extended to a one-pot synthesis of a neolignan natural product.
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.
Palladium-catalyzed annulation of alkynes with ortho -halide-containing benzyl alcohols in aqueous medium
Feng, Jie,Lu, Guoping,Lv, Meifang,Cai, Chun
, p. 10561 - 10567 (2015/02/19)
The Pd-catalyzed annulations of ortho-halide-containing benzyl alcohols with alkynes for the synthesis of indenones were achieved in aqueous Triton X-100 micelles with good yields and wide substrate scopes. Moreover, the indenones obtained in this procedure can be further functionalized to form some more synthetic useful derivatives via an environmental-friendly way.
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/copper-catalyzed annulation of benzimides with internal alkynes: Indenone synthesis through sequential C-H and C-N cleavage
Li, Bi-Jie,Wang, Hao-Yuan,Zhu, Qi-Lei,Shi, Zhang-Jie
supporting information; experimental part, p. 3948 - 3952 (2012/05/20)
Doubled up: A rhodium(III)/copper(II) system co-catalyzes the annulation of benzimides with internal alkynes for the synthesis of indenones (see scheme; Cp=C5Me5). The reaction involves an uncommon nucleophilic addition of a transition-metal-carbon bond to an imide moiety. This novel reaction provides a facile route to synthesize indenones from readily available benzimides and internal alkynes. Copyright
