29113-66-4Relevant academic research and scientific papers
Unusual Thermal Rearrangement of the endo-Peroxides of 2,5-Dimethylfurans
Graziano, M. Liliana,Iesce, M. Rosaria,Scarpati, Rachele
, p. 720 - 721 (1981)
Thermal rearrangement of the endo-peroxides of the 2,5-dimethylfurans (1b) and (1c) in refluxing benzene leads to the corresponding diepoxides (4b) and (4c), which provides a convenient entry to the synthesis of these compounds which are structurally rela
Preparation method of polysubstituted furan compound
-
Paragraph 0007, (2021/02/10)
The invention discloses a preparation method of a polysubstituted furan compound, which comprises the following steps: by using a carbonyl compound with an electron withdrawing group at the alpha position and dichloroolefin as raw materials, reacting under alkaline conditions to obtain a 2, 3-disubstituted furan compound and a 2, 3, 5-trisubstituted furan compound. The method has the advantages ofno need of transition metal catalysis, strong substrate applicability, cheap and easily available raw materials, simple operation, high efficiency and wide application prospect.
Transition-Metal-Free Approach to Polysubstituted Furans
You, Changming,Zhang, Zhenming,Tu, Yongliang,Tang, Hong,Wang, Yuanfeng,Long, Da,Zhao, Junfeng
, p. 3902 - 3910 (2020/03/23)
A convenient and straightforward strategy for the synthesis of 2,3-disubstituted and 2,3,5-trisubstituted furans via a base-promoted domino reaction of β-keto compounds with vinyl dichlorides is described. This transition-metal-free approach proceeds under operationally simple reaction conditions featuring easily available starting materials, a broad substrate scope, and good functional group tolerance.
Auto-Tandem Catalysis-Induced Synthesis of Trisubstituted Furans through Domino Acid-Acid-Catalyzed Reaction of Aliphatic Aldehydes and 1,3-Dicarbonyl Compounds by using N-Bromosuccinimide as Oxidant
Huang, Wenbo,Liu, Changhui,Gu, Yanlong
supporting information, p. 1811 - 1818 (2017/06/09)
A simple aluminium(III) chloride-catalyzed synthesis of tri-substituted furans from aliphatic aldehydes and 1,3-dicarbonyl compounds was developed by using N-bromosuccinimide (NBS) as an oxidant. This method was effective for the synthesis of various furan derivatives. Some of the products were not accessible with the previously reported methods. Mechanically, this reaction involved an auto-tandem catalysis based on a newly reported acid-acid-catalyzed tandem reaction to ensure that furans were successfully synthesized. (Figure presented.).
Copper-Catalyzed Coupling of 2-Siloxy-1-alkenes and Diazocarbonyl Compounds: Approach to Multisubstituted Furans, Pyrroles, and Thiophenes
Tan, Wei Wen,Yoshikai, Naohiko
, p. 5566 - 5573 (2016/07/14)
We report herein copper(II)-catalyzed cyclization reactions of silyl enol ethers derived from methyl ketones with α-diazo-β-ketoesters or α-diazoketones to afford 2-siloxy-2,3-dihydrofuran derivatives or 2,3,5-trisubstituted furans, respectively, under mild conditions. The former cyclization products serve as versatile 1,4-diketone surrogates, allowing facile preparation of 2,3,5-trisubstituted furans, pyrroles, and thiophenes.
The rearrangement of tert -butylperoxides for the construction of polysubstituted furans
Zheng, Xiaojian,Lu, Shenglin,Li, Zhiping
supporting information, p. 5432 - 5435 (2013/11/19)
The Bronsted acid catalyzed rearrangement of tert-butyl peroxides provides a new strategy to construct 2,3-disubstituted furans via 1,2-aryl migration. In addition, tert-butyl peroxides could also be transformed into 2,3,5-trisubstituted or 2,5-disubstituted furans through a sequence of base-catalyzed Kornblum-DelaMare rearrangements and acid-promoted Paal-Knorr reactions.
Regioselective synthesis of multisubstituted furans via metalloradical cyclization of alkynes with α-diazocarbonyls: Construction of functionalized α-oligofurans
Cui, Xin,Xu, Xue,Wojtas, Lukasz,Kim, Martin M.,Zhang, X. Peter
supporting information, p. 19981 - 19984 (2013/02/23)
Co(III)-carbene radicals generated from activation of α- diazocarbonyls by Co(II)-porphyrin complexes have been shown to undergo a new type of tandem radical addition reaction with alkynes that affords five-membered furan structures. The Co(II) complex of
A facile approach to highly functional trisubstituted furans via intramolecular Wittig reactions
Chen, Ko-Wei,Syu, Siang-En,Jang, Yeong-Jiunn,Lin, Wenwei
supporting information; experimental part, p. 2098 - 2106 (2011/05/08)
An efficient and mild synthesis of trisubstituted furans, starting from α,β-unsaturated ketones, tributylphosphine, and acyl chlorides, is described. The strategy employs the intramolecular Wittig protocol as a key step to install the crucial furan ring,
One-pot synthesis of furans using base- and acid-supported reagents Na 2CO3/Al2O3-PPA/SiO2'
Aoyama, Tadashi,Nagaoka, Takashi,Takido, Toshio,Kodomari, Mitsuo
experimental part, p. 619 - 625 (2011/04/15)
A convenient method for the one-pot synthesis of furans from -keto esters and -halo ketones was developed using an acid- and base-supported reagent system Na2CO3/Al2O3-PPA/SiO2'. The condensation reaction of triketones, which are formed from the reaction of -keto esters with -halo ketones in the presence of Na2CO 3/Al2O3, was promoted by PPA/SiO2 to give the corresponding furans in good yields. This method is simple and easy to perform in comparison with stepwise processes, and the yields are good.
Ionic liquid as catalyst and reaction medium: A Simple and Efficient Procedure for Paal-Knorr furan synthesis
Wang, Gangqiang,Guan, Zhi,Tang, Rongchang,He, Yanhong
experimental part, p. 370 - 377 (2010/04/04)
The ionic liquid 1-butyl-3-methyl-imidazolium hydrogen sulfate, [bmim]HSO4, efficiently catalyzes Paal-Knorr furan synthesis without any organic solvent. A wide range of aliphatic and aromatic 1,4-diketones easily undergo condensations to form furan derivatives, providing a general and convenient procedure. The Paal-Knorr reaction of ester-substituted 1,4-diketones is first reported. The ionic liquid can be recovered and reused for subsequent runs without any appreciable loss of efficiency.
