27975-68-4Relevant academic research and scientific papers
Heterogeneous gold(I)-catalyzed three-component reaction of aldehydes, alkynes, and orthoformates toward propargyl ethers
Zeng, Jiajun,Yi, Feiyan,Cai, Mingzhong
supporting information, p. 1936 - 1945 (2020/06/01)
A novel and efficient heterogeneous gold(I)-catalyzed three-component reaction of aldehydes, alkynes, and orthoformates has been developed that proceeds smoothly in dichloroethane (DCE) at 83 °C in the presence of 5 mol% magnetic nanoparticles-anchored phosphine gold(I) complex (Fe3O4@SiO2-P-AuOTf) and offers a general and practical approach for the preparation of a variety of propargyl ethers with good yields. This heterogeneous gold(I) catalyst can be facilely recovered by simply applying an external magnetic field and recycled at least eight times without any apparent decrease in the catalytic efficiency.
Palladium-catalyzed synthesis of 2-amino ketones from propargylic carbonates and secondary amines
Cacchi, Sandro,Fabrizi, Giancarlo,Filisti, Eleonora,Goggiamani, Antonella,Iazzetti, Antonia,Maurone, Loredana
scheme or table, p. 4699 - 4703 (2012/08/08)
A novel palladium-catalyzed approach to 2-amino ketones from arylpropargylic carbonates bearing neutral, electron-rich, and electron-poor aromatic rings and cyclic secondary amines containing useful functional groups such as cyano, chloro, and bromo subst
Al(OTf)3: An efficient recyclable catalyst for direct nucleophilic substitution of the hydroxy group of propargylic alcohols with carbon- and heteroatom-centered nucleophiles to construct C-C, C-O, C-N and C-S bonds
Gohain, Mukut,Marais, Charlene,Bezuidenhoudt, Barend C.B.
experimental part, p. 1048 - 1050 (2012/03/27)
A general and highly efficient Al(OTf)3-catalyzed methodology has been developed for the direct nucleophilic substitution of the hydroxy group in propargylic alcohols with a variety of carbon- and heteroatom-centered nucleophiles such as alcohols, aromatic compounds, amides, and thiols, leading to the construction of C-C, C-O, C-N and C-S bonds.
Aluminum triflate as a powerful catalyst for direct amination of alcohols, including electron-withdrawing group-substituted benzhydrols
Ohshima, Takashi,Ipposhi, Junji,Nakahara, Yasuhito,Shibuya, Ryozo,Mashima, Kazushi
supporting information, p. 2447 - 2452 (2012/11/07)
Direct aminations of allylic alcohols, benzylic alcohols, and benzhydrols with electron-withdrawing (F, Br, I, NO2, or CN) substituents were efficiently catalyzed by aluminum triflate [Al(OTf)3] to afford the corresponding biarylamines in high yield, and the dibromo-substituted product was further transformed into letrozole. Copyright
A DDQ-promoted metal-free cross-coupling of 1,3-diarylpropynes with hydroxyl via Sp3 C-H bond activation to form C-O bond
Mo, Hanjie,Bao, Weiliang
supporting information; experimental part, p. 4793 - 4799 (2011/07/31)
A metal-free coupling reaction between 1,3-diarylpropynes and alcohols/phenols/acids via propargylic sp3 C-H bonds activation and C-O bond formation reaction promoted by DDQ was realized. The reaction afforded series of propargyl ethers, propargyl esters and propargyl ketals.
Direct substitution of propargylic alcohol with oxygen, nitrogen, and carbon nucleophiles catalyzed by molybdenum(VI)
Zhang, Ming,Yang, Hongwei,Cheng, Yixiang,Zhu, Yuhua,Zhu, Chengjian
experimental part, p. 1176 - 1179 (2010/04/23)
Efficient and direct substitution of propargylic alcohol with a variety of oxygen, nitrogen, and carbon nucleophiles catalyzed by MoO2(acac)2/NH4PF6 system was developed. The functional alkynes were obtained in modest to good yields with this versatile and practical protocol.
AuPPh3Cl/AgOTf-catalyzed reaction of terminal alkynes: nucleophilic addition to activated C{double bond, long}O bond
Li, Changkun,Mo, Fanyang,Li, Weibin,Wang, Jianbo
experimental part, p. 6053 - 6056 (2010/03/01)
Terminal alkynes, under Au-catalyzed conditions, react with aromatic aldehyde diethyl acetals, affording propargylation products through C{double bond, long}O bond addition. Furthermore, AuPPh3Cl/AgOTf-catalyzed three-component reaction of alde
Rhenium-catalyzed coupling of 2-propynyl alcohols and several nucleophiles via dehydration
Kuninobu, Yoichiro,Ueda, Hirokazu,Takai, Kazuhiko
, p. 878 - 879 (2008/12/22)
Treatment of 2-propynyl alcohols with several nucleophiles in the presence of a catalytic amount of a rhenium complex, [ReBr(CO)3(thf)] 2, gave coupling products via dehydration. In these reactions, C-C, C-O, and C-S bonds can be con
Metal-free catalytic nucleophilic substitution of propargylic alcohols
Sanz, Roberto,Martinez, Alberto,Alvarez-Gutierrez, Julia M.,Rodriguez, Felix
, p. 1383 - 1386 (2007/10/03)
Organic acids such as PTS efficiently catalyze direct nucleophilic substitutions of the hydroxy groups of propargylic alcohols with a large variety of carbon- and heteroatom-centered nucleophiles. Reactions can be conducted under mild conditions and in air without the need for dried solvents. Reactions on multigram scales are also possible. Wiley-VCH Verlag GmbH & Co. KGaA, 2006.
TiCl4-mediated nucleophilic substitution of propargylic esters
Mahrwald,Quint
, p. 7463 - 7468 (2007/10/03)
Direct displacement reactions of propargylic esters are reported. 10 mol% of TiCl4 were used to carry out a nucleophilic substitution. Scope and limitation of this novel reaction are described. (C) 2000 Elsevier Science Ltd.
