883972-65-4Relevant academic research and scientific papers
Flexible Construction of Functionalized-Pyrroles under Palladium or Copper Catalysis in the Presence of BF3 ? Et2O
Guo, Wusheng,Liu, Teng,Liu, Yin,Wei, Kun,Yan, Biwei
supporting information, (2022/01/26)
We have developed a flexible approach enabling the access to highly functionalized pyrroles under palladium or copper catalysis in the presence of BF3 ? Et2O. This catalytic methodology utilizes commercially available amines as react
Rhodium-Catalyzed/Copper-Mediated Tandem C(sp2)-H Alkynylation and Annulation: Synthesis of 11-Acylated Imidazo[1,2-a:3,4-a′]dipyridin-5-ium-4-olates from 2H-[1,2′-Bipyridin]-2-ones and Propargyl Alcohols
Li, Ting,Wang, Zhiqiang,Xu, Kun,Liu, Wenmin,Zhang, Xu,Mao, Wutao,Guo, Yongming,Ge, Xiaolin,Pan, Fei
supporting information, p. 1064 - 1067 (2016/03/15)
A rhodium-catalyzed/copper-mediated tandem C(sp2)-H alkynylation and intramolecular annulation of 2H-[1,2′-bipyridin]-2-ones with propargyl alcohols for the synthesis of 11-acylated imidazo[1,2-a:3,4-a′]dipyridin-5-ium-4-olates is described.
Gold(I)-catalyzed decarboxylation of propargyl carbonates: Reactivity reversal of the gold catalyst from π-Lewis acidity to σ-Lewis acidity
Shen, Ruwei,Yang, Jianjun,Zhu, Shugao,Chen, Chao,Wu, Luling
supporting information, p. 1259 - 1269 (2015/04/22)
A cationic gold(I)-catalyzed decarboxylative etherification of propargyl carbonates to selectively produce propargyl ethers is reported. In the reaction the gold(I) catalyst shows a distinct σ-Lewis acidity rather than the commonly observed π-Lewis acidity, and thus catalyzes the decarboxylation of a variety of propargyl carbonates to give the corresponding propargyl ethers with high selectivity. This reaction represents a rare example of the tunable reactivity of cationic gold(I) complexes between σ-Lewis acidity and π-Lewis acidity.
Palladium-catalyzed nucleophilic substitution of propargylic carbonates and meldrum's acid derivatives
Ambrogio, Ilaria,Cacchi, Sandro,Fabrizi, Giancarlo,Goggiamani, Antonella,Iazzetti, Antonia
, p. 3147 - 3151 (2015/05/13)
The palladium-catalyzed reaction of propargylic carbonates with Meldrum's acid derivatives proceeds smoothly in the presence of Pd(OAc)2 and P(2-furyl)3 in THF at 80 °C to give substitution products. The substitution products can be
TMSCl-mediated synthesis of α,β-unsaturated amides via C-C bond cleavage and C-N bond formation of propargyl alcohols with trimethylsilyl azide
Song, Xian-Rong,Song, Bo,Qiu, Yi-Feng,Han, Ya-Ping,Qiu, Zi-Hang,Hao, Xin-Hua,Liu, Xue-Yuan,Liang, Yong-Min
, p. 7616 - 7625 (2014/09/16)
A new method with high efficiency for the synthesis of α,β- unsaturated amides from the easily prepared propargyl alcohols and TMSN 3 using TMSCl as an acid promoter is developed. A wide variety of α,β-unsaturated amides were produced in moderate to excellent yields. Mechanistic studies indicate that this transformation involves TMSCl-mediated allenylazide intermediate formation, C-C bond cleavage, and C-N bond formation. Significantly, this reaction shows good functional group compatibility and high regioselectivity, with a relatively short reaction time and inexpensive reagents.
Palladium-catalyzed intramolecular hydroarylation of 2-bromobenzyl propargyl ethers: A new access to exocyclic isochromans
Nandakumar, Avanashiappan,Balakrishnan, Krishnamoorthy,Perumal, Paramasivan Thirumalai
scheme or table, p. 2733 - 2739 (2011/12/04)
An efficient, stereo- and regioselective palladium-catalyzed 6-exo-dig intramolecular hydroarylation of propargyl ethers which provides a concise access to functionalized isochromans in high yields has been developed. A wide range of substrates possessing aromatic, aliphatic and heteroaromatic alkynes can be efficiently transformed into the targeted isochromans. Irrespective of the nature of the substrates, the cyclization follows highly selective -stereo- and regiochemistry.
