18150-86-2Relevant academic research and scientific papers
Iron-Promoted Reductive Ring-Opening and Isomerization Reactions of C4-Alkynylisoxazoles Leading to 2-Alkynylenaminones and Polysubstituted Furans
Yang, Wen,Chen, Yu,Yao, Yongqi,Lin, Qifu,Yang, Dingqiao
, p. 5634 - 5642 (2019)
A new iron(III)-promoted reductive ring-opening and isomerization reactions of C4-alkynylisoxazoles in the oxidized N-methylpyrrolidone (NMP*) was reported. By changing the substituents at the C3 and C5 position of the isoxazole ring, the reaction selecti
Preparation method of polysubstituted furan compound
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Paragraph 0009, (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.
Retrosynthetic Analysis of α-Alkenyl-β-Diketones: Regio-and Stereoselective Two-Step Synthesis of Highly Arylated Representatives from Acetylenes, Ketones, and Acyl Chlorides
Shabalin, Dmitrii A.,Ivanova, Elena V.,Ushakov, Igor' A.,Schmidt, Elena Yu.,Trofimov, Boris A.
, p. 8429 - 8436 (2020/07/16)
Highly arylated α-alkenyl-β-diketones are synthesized via a two-step sequence consisting of (i) potassium tert-butoxide/DMSO-catalyzed (E)-stereoselective C-H functionalization of ketones with acetylenes followed by (ii) magnesium bromide etherate/DIPEA-soft enolization of the formed β,γ-unsaturated ketones and regioselective acylation with acyl chlorides. The method is compatible with a broad range of substrates and shown to be applicable as an intermediate stage in the construction of polyarylated heterocycles.
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.
Organocatalytic Cloke-Wilson Rearrangement: DABCO-Catalyzed Ring Expansion of Cyclopropyl Ketones to 2,3-Dihydrofurans
Zhang, Jingfang,Tang, Yuhai,Wei, Wen,Wu, Yong,Li, Yang,Zhang, Junjie,Zheng, Yuansuo,Xu, Silong
, p. 3043 - 3046 (2017/06/23)
An organocatalytic Cloke-Wilson rearrangement of cyclopropyl ketones to 2,3-dihydrofurans is exploited utilizing the homoconjugate addition process. With 1,4-diazabicyclo[2.2.2]octane as the catalyst, the rearrangement in DMSO at 120 °C proceeded in gener
The rearrangement of tert -butylperoxides for the construction of polysubstituted furans
Zheng, Xiaojian,Lu, Shenglin,Li, Zhiping
, 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.
Pd(II)-catalyzed sequential C-C/C-O bond formations: A new strategy to construct trisubstituted furans
Zheng, Meifang,Huang, Liangbin,Wu, Wanqing,Jiang, Huanfeng
supporting information, p. 1838 - 1841 (2013/06/04)
Palladium-catalyzed oxidative difunctionalization of enol ethers with 1,3-dicarbonyl compounds to construct trisubstituted furans in one step under mild conditions is described. The reaction is thought to proceed through a C-C bond formation along with a C-O bond closing the ring structure. Oxygen is the sole oxidant regenerating the Pd(II) catalyst.
Silver-mediated oxidative C-H/C-H functionalization: A strategy to construct polysubstituted furans
He, Chuan,Guo, Sheng,Ke, Jie,Hao, Jing,Xu, Huan,Chen, Hongyi,Lei, Aiwen
supporting information; experimental part, p. 5766 - 5769 (2012/05/07)
A novel silver-mediated highly selective oxidative C-H/C-H functionalization of 1,3-dicarbonyl compounds with terminal alkynes for the creation of polysubstituted furans and pyrroles in one step has been demonstrated. Promoted by the crucial silver specie
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.
