10240-08-1Relevant academic research and scientific papers
Photocatalytic hydrogen evolution of 1-tetralones to α-naphthols by continuous-flow technology
He, Xu,Zheng, Yi-Wen,Lei, Tao,Liu, Wen-Qiang,Chen, Bin,Feng, Ke,Tung, Chen-Ho,Wu, Li-Zhu
, p. 3337 - 3341 (2019)
Taking advantage of the synergy between photocatalysis and cobaloxime catalysis, the keto-enol radical cation of 1-tetralones becomes compatible with the transformation of various 1-tetralones into α-naphthols and H2 by virtue of the continuous-flow approach without any sacrificial oxidants under unusually mild conditions.
Ligand-controlled regiodivergent π-allyl palladium catalysis enables a switch between [3+2] and [3+3] cycloadditions
Xia, Yu,Bao, Qiao-Fei,Li, Yuke,Wang, Li-Jing,Zhang, Bo-Sheng,Liu, Hong-Chao,Liang, Yong-Min
, p. 4675 - 4678 (2019)
Reported herein is the use of ligands to tune the regioselectivity and reactivity of palladium-catalyzed [3+2] and [3+3] cycloadditions. Diverse synthesis with vinylethylene carbonates (VECs) as well as free naphthols has been explored to construct four different valuable polycyclic frameworks in a broad substrate scope.
Rhodium-catalyzed asymmetric cyclodimerization of oxabenzonorbornadienes and azabenzonorbornadienes: Scope and limitations
Allen, Anna,Le Marquand, Paul,Burton, Ryan,Villeneuve, Karine,Tam, William
, p. 7849 - 7857 (2007)
(Chemical Equation Presented) Cationic rhodium(I)-catalyzed cyclodimerization of oxabenzonorbornadienes produced naphtho[1,2-b]-furan ring systems in a single step with excellent yields and excellent enantioselectivities. The effect of various Rh(I) catalysts, Ag(I) salts, solvents, and phosphine ligands on the yield and enantioselectivity of the reaction was investigated, and the scope and limitations of this reaction with various oxabicyclic alkenes were studied. Similar results were obtained with the azabenzonorbornadiene analogues, providing the corresponding cyclodimerization products in excellent yields and excellent enantioselectivities.
Ruthenium-catalyzed nucleophilic ring-opening reactions of 7-oxabenzonorbornadienes with methanol
Jack, Kelsey,Fatila, Elisabeth,Hillis, Colleen,Tam, William
, p. 1181 - 1187 (2013)
Ruthenium-catalyzed nucleophilic ring-opening reaction of 7-oxabenzonorbornadienes with methanol was investigated. Among various ruthenium catalysts tested, Cp*Ru (COD)Cl gave the greatest yields in the ring-opening reaction. The reactions were found to b
Isomerization of 7-oxabenzonorbornadienes into naphthols catalyzed by [RuCl2(CO)3]2
Ballantine, Melissa,Menard, Michelle L.,Tam, William
, p. 7570 - 7573 (2009)
(Chemical Equation Presented) Ruthenium-catalyzed isomerization of 7-oxanorbornadienes into naphthols was investigated. Among the various ruthenium catalysts tested, [RuCl2(CO)3]2 gave the highest yields in the isomerizati
Ruthenium-catalyzed isomerization of oxa/azabicyclic alkenes: An expedient route for the synthesis of 1,2-naphthalene oxides and imines
Villeneuve, Karine,Tam, William
, p. 3514 - 3515 (2006)
1,2-Naphthalene oxides and imines can be rapidly accessed through a ruthenium-catalyzed isomerization of readily available 7-oxa/azabenzonorbornadienes. These mild reaction conditions were found to be tolerant to various functional groups and the isomerization is highly regioselective. Copyright
Cu(OTf)2-catalyzed isomerization of 7-oxabicyclic alkenes: A practical route to the synthesis of 1-naphthol derivatives
Peng, Fangzhi,Fan, Baomin,Shao, Zhihui,Pu, Xuewei,Li, Penghui,Zhang, Hongbin
, p. 3043 - 3046 (2008)
Lewis acid catalyzed isomerization of 7-oxabicyclic alkenes into 1-naphthol derivatives in high yields (87-98%) under mild reaction conditions has been developed. The mechanism of this reaction is briefly postulated. Georg Thieme Verlag Stuttgart.
Kinetic Studies on the Formation of Two Intramolecular Excimers in Substituted Dinaphthylpropanes
Itagaki, Hideyuki,Obukata, Noriko,Okamoto, Akio,Horie, Kazuyuki,Mita, Itaru
, p. 4469 - 4477 (1982)
The emission properties of 1,3-bis(4-methoxy-1-naphthyl)propane (BMNP) and 1,3-bis(4-hydroxy-1-naphthyl)propane (BHNP) have been investigated in fluid solution.They exhibit, in addition to the monomer fluorescence, two structureless emissions derived from two different types of excimer: a normal excimer and a second excimer, the latter having a partially overlapping structure of aromatic rings.The kinetic analysis of transient decay curves for the fluorescence of BMNP showed that the second excimer is not formed from or converted to the normal excimer and that the two are formed independently from the excited monomer.Some activation energies and rate constants were determined.The activation energy for the second excimer formation was found to be smaller than that of the normal excimer formation.
THE OCCURRENCE OF AN HYDRIDE SHIFT IN THE AROMATISATION OF 1,4-EPOXY-1,4-DIHYDRONAPHTHALENES
Cooke, Michael D.,Dransfield, Trevor A.,Vernon, John M.
, p. 1377 - 1382 (1984)
The acid-catalysed aromatisation of -1,4-epoxy-1,4-dihydronaphthalene and -1,4-epoxy-1-methyl-1,4-dihydronaphthalene is shown to result in partial retention of deuterium at the 2-position of 1-naphthol and 4-methyl-1-naphthol, respectively.
Palladium/Lewis Acid Cocatalyzed Ring-Opening Reactions of Unsymmetrical Oxabenzonobornadienes with Oximes
Hill, Jarvis,Tam, William
, p. 8309 - 8314 (2019)
The palladium/Lewis acid cocatalyzed ring-opening reaction of various C1-substituted unsymmetrical oxabenzonorbornadienes (OBD) with oxime nucleophiles was investigated. The effects of various C1 substituents were explored. Moderate to excellent yields and excellent regioselectivities were obtained for electron-withdrawing groups. The presence of electron-donating alkyl groups leads to isomerization of the corresponding OBD to afford the substituted naphthol derivatives. Additionally, a mechanism for the formation of C2 regioisomeric ring-opened products has been proposed.
