62594-92-7Relevant academic research and scientific papers
B(C6F5)3-Catalyzed Hydroarylation of Terminal Alkynes with Phenols
Huang, Jin,Huang, Liangbin,Jiang, Huanfeng,Lu, Changhui,Zhou, Jiaming
supporting information, p. 3962 - 3967 (2021/07/26)
We developed a B(C6F5)3 catalyzed hydroarylation of terminal alkynes with various phenols at room temperature without adding any additives, leading to the synthesis of 2-gem-vinylphenols with good regio-selectivity. Those transformations featured a broad substrate scope with moderate yields. Mechanism studies indicated that those transformations proceeded through the activation of phenol by B(C6F5)3 with subsequent protonation of alkyne/Friedel-Crafts-type reaction. (Figure presented.).
Hydroarylation of alkynes and alkenes through alumina-sulfuric acid catalyzed regioselective C–C bond formation
Pramanik, Amit,Ghatak, Avishek,Khan, Sagar,Bhar, Sanjay
supporting information, p. 1091 - 1095 (2019/03/26)
A highly atom-efficient synthetic protocol for hydroarylation of terminal-aryl alkynes and styrene through the regioselective C–C bond formation via the electrophilic addition of naphthols and substituted phenols has been developed using alumina-sulfuric acid as a heterogeneous supported solid acid catalyst. This methodology shows excellent regioselectivity and affords the desired product in good to excellent yield. The heterogeneous catalyst can also be recycled efficiently without much loss of activity.
Catalytic Availabilities of Lewis Acidic SnCl2: Ph3PAuCl–SnCl2Composite Catalyzed Successive ortho-Alkenylation/O-Alkenylation of Phenols Followed by Cyclization to 1-Benzopyrans
Tochigi, Atsushi,Tsukamoto, Kadzuoki,Suzuki, Noriyuki,Masuyama, Yoshiro
, p. 5678 - 5685 (2016/12/14)
A Ph3PAuCl–SnCl2composite, prepared in situ from Ph3PAuCl and SnCl2, catalyzed the formation of 1-benzopyrans from phenols and phenylacetylene. The Ph3PAuCl–SnCl2composite catalyzed reactio
Rhodium(III)-catalyzed ortho alkenylation of n-phenoxyacetamides with n-tosylhydrazones or diazoesters through C-H activation
Hu, Fangdong,Xia, Ying,Ye, Fei,Liu, Zhenxing,Ma, Chen,Zhang, Yan,Wang, Jianbo
, p. 1364 - 1367 (2014/03/21)
A coupling reaction of N-phenoxyacetamides with N-tosylhydrazones or diazoesters through RhIII-catalyzed C-H activation is reported. In this reaction, ortho-alkenyl phenols were obtained in good yields and with excellent regio- and stereoselectivity. Rh-c
Benzofurans from benzophenones and dimethylacetamide: Copper-promoted cascade formation of furan O1-C2 and C2-C3 bonds under oxidative conditions
Moure, Maria J.,Sanmartin, Raul,Dominguez, Esther
supporting information; experimental part, p. 3220 - 3224 (2012/05/05)
DMA donates: Copper(II) acetate and 8-hydroxyquinoline promote the formation of a benzofuran core through a cascade of copper-catalyzed processes wherein the key carbon atom comes from the dimethylacetamide (DMA) solvent. Strong evidence for the participation of a Wacker cyclization catalyzed solely by copper is provided, not only in the title reaction from benzophenones but also from 2-hydroxy-α-arylstyrene derivatives. Copyright
Highly enantioselective hydrogenation of styrenes directed by 2′-hydroxyl groups
Wang, Xiang,Guram, Anil,Caille, Seb,Hu, Jack,Preston,Ronk, Michael,Walker, Shawn
supporting information; experimental part, p. 1881 - 1883 (2011/05/15)
A new synthetic strategy that turns styrene-type olefins into excellent substrates for Rh-catalyzed asymmetric hydrogenation by installing a 2′-hydroxyl substituent is described. This methodology accommodates trisubstituted olefinic substrates in various E/Z mixtures, leading to valuable benzylic chiral compounds including (R)-tolterodine. It is also demonstrated that the 2′-hydroxyl groups could be readily removed in high yield without loss of ee from the products. Thus, this technology represents an attractive alternative to the Ir(P-N) catalyst system for the asymmetric hydrogenation of unfunctionalized olefins.
Gallium(III) chloride catalyzed hydroarylation of arylacetylenes with naphthols and phenols: A facile synthesis of vinylarenes
Yadav, Jhillu S.,Subba Reddy, Basi V.,Sengupta, Sandip,Biswas, Swapan Kumar
experimental part, p. 1301 - 1304 (2009/12/07)
Arylacetylenes undergo smooth hydroarylation with naphthols and phenols in the presence of 10 mol% of gallium(III) chloride in refluxing toluene to afford the corresponding 2-vinylnaphthols and -phenols in good yields with high regioselectivity. Similarly, styrenes undergo hydroarylation with naphthols and phenols to provide substituted naphthols and phenols. Georg Thieme Verlag Stuttgart.
