50615-16-2Relevant academic research and scientific papers
Efficient synthesis of dihydrofurans and furans by rhodium(II)-catalyzed reactions of cyclic diazodicarbonyl compounds
Lee, Yong Rok,Suk, Jung Yup
, p. 2359 - 2367 (2002)
An efficient synthesis of dihydrofurans and furans is achieved by rhodium-catalyzed reactions of cyclic diazodicarbonyl compounds with allyl halides. This method provides a rapid entry toward naturally occurring furocoumarin and furophenalenone derivative
Mercuric triflate catalyzed cycloisomerization of alkynyl-1,3- cyclohexanedione and alkynyl-1,3-cyclopentanedione
Imagawa, Hiroshi,Kotani, Shuhei,Nishizawa, Mugio
, p. 642 - 644 (2006)
Mercuric triflate was used to catalyze cycloisomerization of alkynyl-1,3-cyclohexanediones and cyclopentanediones to give fused oxabicyclic systems under mild reaction conditions with high catalytic turnover up to 1000 times. Georg Thieme Verlag Stuttgart.
Preparation of polysubstituted dihydrofurans through a PhI(OAc)2-promoted haloenolcyclization of olefinic dicarbonyl compounds
Liu, Ji,Liu, Qing-Yun,Fang, Xing-Xiao,Liu, Gong-Qing,Ling, Yong
supporting information, p. 7454 - 7460 (2018/10/24)
A metal-free cyclization of olefinic dicarbonyl compounds for the synthesis of various 5-halomethyl-4,5-dihydrofurans is presented. Using (diacetoxyiodo)benzene as the reaction promoter and halotrimethylsilane as the halogen source, the intramolecular hal
Acid-Promoted One-Pot Synthesis of Substituted Furan and 6-Methylpyrazin-2(1 H)-one Derivatives via Allene Intermediate Formed in Situ
Lei, Jie,Xu, Zhi-Gang,Tang, Dian-Yong,Li, Yong,Xu, Jia,Li, Hong-Yu,Zhu, Jin,Chen, Zhong-Zhu
, p. 292 - 297 (2018/05/24)
Under the acidic conditions, substituted furans were constructed from γ-alkynyl ketones through corresponding allene intermediates in one-pot. The methodology was also tailored to a series of the Ugi reaction products for the synthesis of 6-methylpyrazin-2(1H)-one derivatives. The current method offered significant advantages for the combinatorial applications of these chemical scaffolds.
One-pot Synthesis of Dihydrofuran Derivatives by Ru Catalyzed Reaction
-
Paragraph 0071-0075, (2016/10/10)
The present invention relates to a one-pot synthesis method of dihydrofuran derivatives using a ruthenium catalyst and, more particularly, to a one-pot synthesis method of dihydrofuran derivatives, which makes a reaction between cyclic/non-cyclic diazo dicarbonyl compound and olefin in the presence of ruthenium (II) phosphine complex as a reaction catalyst. The one-pot synthesis method of the present invention shortens time required for the reaction and improves synthesis yield. The diazo carbonyl compound represented by chemical formula 1, 2, or 3 reacts with olefin to form dihydrofuran derivatives through a [3+2] cyclization addition reaction.COPYRIGHT KIPO 2016
Efficient one-pot synthesis of multi-substituted dihydrofurans by ruthenium(II)-catalyzed [3+2] cycloaddition of cyclic or acyclic diazodicarbonyl compounds with olefins
Xia, Likai,Lee, Yong Rok
, p. 2361 - 2374 (2013/10/01)
Ruthenium(II)-phosphine complexes-catalyzed [3+2] cycloadditions were conducted to synthesize a variety of dihydrofurans by reactions of cyclic or acyclic diazodicarbonyl compounds with olefins. This method represents a direct and efficient one-pot synthesis for multi-substituted dihydrofurans under mild reaction conditions with an excellent regioselectivity. Furthermore, to reduce reaction times and increase yields of dihydrofurans, microwave-as sisted tris(triphenylphosphine)ruthenium(II) chloride/ 1-butyl-3-methylimidazolium tetrafluoroborate {Ru (PPh3)3Cl2/ [Bmim]BF4}-catalyzed reactions were also developed. The synthesized dihydrofurans can be readily converted into biologically interesting tetrahydroindoles.
Synthesis and structure-activity relationships of a series of substituted 2-(1H-furo[2,3-g]indazol-1-yl)ethylamine derivatives as 5-HT2C receptor agonists
Shimada, Itsuro,Maeno, Kyoichi,Kazuta, Ken-ichi,Kubota, Hideki,Kimizuka, Tetsuya,Kimura, Yasuharu,Hatanaka, Ken-ichi,Naitou, Yuki,Wanibuchi, Fumikazu,Sakamoto, Shuichi,Tsukamoto, Shin-ichi
, p. 1966 - 1982 (2008/09/21)
A series of novel indazole derivatives were synthesized, and their structure-activity relationships examined in order to identify potent and selective 5-HT2C receptor agonists. Among these compounds, (S)-2-(7-ethyl-1H-furo[2,3-g]indazol-1-yl)-1-methylethylamine (YM348) had a good in vitro profile, that is, high agonistic activity to the human 5-HT2C receptor subtype (EC50 = 1.0 nM) and high selectivity over 5-HT2A receptors. This compound was also effective in a rat penile erection model when administered po.
Synthesis of substituted furoates from acrylates and aldehydes by Pd(OAc)2/HPMoV/CeCl3/O2 system
Tamaso, Ken-Ichi,Hatamoto, Yuji,Obora, Yasushi,Sakaguchi, Satoshi,Ishii, Yasutaka
, p. 8820 - 8823 (2008/03/12)
(Chemical Equation Presented) A new synthetic method of substituted furoates from acrylates and aldehydes was developed by Pd-(OAc)2 combined with molybdovanadophosphoric acid and Lewis acid under atmospheric dioxygen. The reaction was found to proceed through the palladium-catalyzed acetalization of acrylates with methanol followed by the reaction of the resulting acetals with aldehydes.
Polymer-supported selenium-induced electrophilic cyclization: Solid-phase synthesis of poly-substituted dihydrofurans and tetrahydrofurans
Tang,Huang, Xian,Xu, Wei-Ming
, p. 9963 - 9969 (2007/10/03)
Poly-substituted dihydrofurans and tetrahydrofurans have been synthesized through polymer-supported selenium-induced intramolecular electrophilic cyclization, followed by selenoxide syn-elimination or novel nucleophilic substitution cleavage of selenium resin with good yields and purities. Graphical Abstract
The reactions of diazo compounds with lactones. Part 2. The reaction of cyclic 2-diazo-1,3-dicarbonyl compounds with diketene: Benzofuran formation
Murphy, Paul V.,O'Sullivan, Timothy J.,Kennedy, Bryan D.,Geraghty, Niall W.A.
, p. 2121 - 2126 (2007/10/03)
Cyclic 2-diazo-1,3-dicarbonyl compounds react with diketene in the presence of rhodium(II) salts to give benzofurans as the major isolated products. The formation of intermediate products with exocyclic double bonds which isomerise to benzofurans provides support for the proposed mechanism which involves initial formation of a dioxaspirooctenone by a formal dipolar cycloaddition reaction of a carbenoid to the exocyclic double bond of diketene followed by the loss of carbon dioxide. Acyclic 2-diazo-1,3-dicarbonyl compounds give furans in poor yield.
