30069-67-1Relevant academic research and scientific papers
Ruthenium-catalyzed coupling of α-carbonyl phosphoniums with sulfoxonium ylidesviaC-H activation/Wittig reaction sequences
Chen, Tian,Ding, Zhiqiang,Guan, Yuqiu,Zhang, Ruike,Yao, Jinzhong,Chen, Zhangpei
supporting information, p. 2665 - 2668 (2021/03/16)
A Ru(ii)-catalyzed coupling of various α-carbonyl phosphoniums with sulfoxonium ylides has been realized for the facile synthesis of 1-naphthols in good to excellent yields. This oxidant-free transformation proceeds through Ru-catalyzed C-H activation of phosphoniums, Ru-carbene insertion, and intramolecular Wittig reaction processes.
Cu(II)-Catalyzed 6π-Photocyclization of Non-6πSubstrates
Zhang, Yanbin,Jin, Ruiwen,Kang, Wenjie,Guo, Hao
supporting information, p. 5502 - 5505 (2020/07/08)
This research successfully achieved a Cu(II)-catalyzed 6π-photocyclization of non-6πsubstrates. The photoenolization converts ortho-alkylphenyl alkynl ketones into a triene-type intermediate which undergoes the subsequent 6π-photocyclization to give napht
Chemo- and Regioselective Catalyst-Controlled Carbocyclization of Alkynyl Ketones: Rapid Synthesis of 1-Indanones and 1-Naphthols
Song, Liangliang,Tian, Guilong,Van der Eycken, Erik V.
, p. 7645 - 7648 (2019/05/21)
A catalyst-controlled intramolecular carbocyclization of 2-alkynyl aryl ketones is presented. Under rhodium(III) catalysis, 1-indanones are formed through 5-exo-dig carbocyclizations with exclusive chemo-, regio- and stereoselectivity. When catalyzed by copper(I), 1-naphthols are obtained through 6-endo-dig carbocyclizations with exclusive chemo- and regioselectivity.
Enantioselective Synthesis of 4,4′-Biaryl-BINOLs from Arynes and β-Diketones
Okuma, Kentaro,Horigami, Kenta,Nagahora, Noriyoshi,Shioji, Kosei
, p. 2937 - 2944 (2015/09/28)
The reaction of 2-(trimethylsilyl)phenyl triflate with aroylacetones in the presence of CsF gave the corresponding 4-aryl-2-naphthols. Substituted triflates also reacted with aroylacetones to afford 4-aryl-2-naphthols regioselectively. The enantioselectiv
Concise synthesis of 1-naphthols under mild conditions through a copper-catalyzed arylation of methyl ketones
Lou, Zhenbang,Zhang, Shu,Chen, Chao,Pang, Xinlong,Li, Ming,Wen, Lirong
, p. 153 - 159 (2014/03/21)
A concise synthesis of 1-naphthols via cyclization of o-iodoacetophenones and methyl ketones has been realized under very mild conditions. The cyclization process is initiated by a rare coppercatalyzed arylation of simple methyl ketones with ortho-iodoacetophenones.
Tandem carbon-carbon bond insertion and intramolecular aldol reaction of benzyne with aroylacetones: Novel formation of 4,4′-disubstituted 1,1′-binaphthols
Okuma, Kentaro,Itoyama, Ryoichi,Sou, Ayumi,Nagahora, Noriyoshi,Shioj, Kosei
supporting information, p. 11145 - 11147 (2013/01/15)
An efficient route to 4-aryl-2-naphthols from arynes and aroylacetones was developed by carbon-carbon bond insertion followed by an intramolecular aldol reaction and dehydration. Benzyne derived from 2-(trimethylsilyl)phenyl triflate reacted with benzoyla
A succinct synthesis of the vaulted biaryl ligand vanol via a dienone-phenol rearrangement
Ding, Zhensheng,Xue, Song,Wulff, William D.
, p. 2130 - 2146 (2011/10/18)
Vanol is a member of the vaulted biaryl family of ligands and it has been proven to be very effective in a number of asymmetric catalytic reactions. The previous synthesis of vanol, while effective, is limited by the cost of reagents involved. The present work evaluates three different approaches to the synthesis of 3-phenyl-1-naphthol, a key intermediate in the synthesis of vanol. The first approach has its key step as the Michael addition of a benzyl Grignard to methyl cinnamate. In the second approach the key step is the first step, a Reformatsky reaction of ethyl bromoacetate and deoxybenzoin. The final and most-efficient approach involves a dienone-phenol rearrangement of a 4-aryl-1-tetralenone generated in-situ from the reaction of 4-chloro-1-naphthol with AlCl3 and benzene, and preliminary results are reported on the extension of this method to substituted vanol derivatives.
CONDENSATION OF PHENOLS AND THEIR DERIVATIVES WITH AROMATIC COMPOUNDS IN THE PRESENCE OF ACIDIC AGENTS. VII. COMPARISON OF THE CONDENSATION OF PHENOLS WITH AROMATIC COMPOUNDS IN HF-SbF5 AND IN THE PRESENCE OF ALUMINUM HALIDES
Repinskaya, I. B.,Barkhutova, D. D.,Makarova, Z. S.,Alekseeva, A. V.,Koptyug, V. A.
, p. 759 - 767 (2007/10/02)
For the case of a series of phenols of the benzene and naphthalene series it was demonstrated that their condensation processes with benzene and its derivatives in the HF-SbF5 acid system and in the presence of aluminum halides are similar in nature.A possible explanation of the accumulated experimental data on the assumption that the diprotonated forms of the phenols and their ethers or 3, X = Cl, Br> the monoprotonated forms of the oxonium complexes with AlX3 take part in the condensation was considered.
