65565-17-5Relevant academic research and scientific papers
Gold-catalyzed carboalkoxylations of 2-ethynylbenzyl ethers to form 1- and 3-substituted 2-methoxy-1-H-indenes: Bronsted acids versus gold catalysis
Chen, Chun-Hao,Wang, Chiou-Dong,Hsieh, Yi-Feng,Liu, Rai-Shung
supporting information, p. 9831 - 9836 (2015/01/08)
Selective synthesis of 1- and 3-substituted 2-methoxyindenes from the carboalkoxylations of 2-ethynylbenzyl ethers is described; the former is obtained efficiently with P(t-Bu)2(o-biphenyl)AuCl/NaBARF in DCM/MS 4 ? whereas the latter is produced preferably with P(t-Bu)2(o-biphenyl)AuCl/AgNTf2 in pre-dried DCM. Both 1- and 3-substituted 2-indenyl ethers are subjected to ozone oxidations to afford two distinct carbonyl products. Our new data indicate that 1-substituted 2-indenyl ethers are generated from gold catalysts whereas their 3-substituted analogues arise from Bronsted acids.
Efficient synthesis of 3-aryl-5-chloroindan-1-ones via free radical-mediated intramolecular cyclization
Sultan, Aeysha,Raza, Abdul Rauf
, p. 417 - 423 (2014/01/06)
An efficient free radical-mediated intramolecular cyclization strategy has been developed for the synthesis of 3-aryl-5-chloroindan-1-ones. Variously substituted 2,4-dichloroenones afforded 3-aryl-5-chloroindan-1-ones in quantitative yields upon intramole
Gold-catalyzed carboalkoxylations of 2-ethynylbenzyl ethers to form 1- and 2-indanones chemoselectively: Effects of ligands and solvents
Wang, Chiou-Dong,Hsieh, Yi-Feng,Liu, Rai-Shung
supporting information, p. 144 - 152 (2014/03/21)
The selective syntheses of 1- and 2-indan-one compounds from 2-ethynylbenzyl ethers have been achieved with suitable catalysts and solvents. The highly acidic [tris(pentafluorophenyl)phos-phine]gold hexafluoroantimonate [(C6F5)3AuSbF6] in nitromethane (MeNO2) preferably gives 1-indan-ones whereas [(ortho-biphenyl) di(tert-butyl)phosphine] gold triflimide [(tBu)2(o-biphenyl) AuNTf2] in dichloroethane tends to form 2-indanone derivatives. For 2-indanone products, we isolated two indenyl methyl ethers for deuterium labeling analyses, providing evidence for p-alkyne activation.
Microwave-assisted one-pot synthesis of 1-indanones from arenes and α,β-unsaturated acyl chlorides
Yin, Wei,Ma, Yuan,Xu, Jiaxi,Zhao, Yufen
, p. 4312 - 4315 (2007/10/03)
A series of 1-indanones were synthesized in good yields via tandem Friedel-Crafts acylation and Nazarov cyclization of arenes and α,β-unsaturated acyl chlorides in the presence of aluminum chloride under microwave irradiation.
