22772-29-8Relevant academic research and scientific papers
Transition-metal-free base catalyzed intramolecular cyclization of 2-ynylphenols for efficient and facile synthesis of 2-substituted benzo[b]furans
Liu, Yong,Lu, Tao,Tang, Wei-Fang,Gao, Jian
, p. 28637 - 28641 (2018)
A transition-metal-free base catalyzed intramolecular cyclization of 2-ynylphenols was developed for the facile synthesis of 2-substituted benzo[b]furans. Various 2-aryl and 2-alkyl substituted benzo[b]furans can be obtained with good to excellent yields
Method for synthesizing 2-aryl benzofuran and derivatives thereof
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Paragraph 0041-0044, (2020/05/08)
The invention relates to a method for synthesizing 2-aryl benzofuran and derivatives thereof. According to the method, cheap and easily available 2, 3-dihydrobenzofuran compounds, an organic boron reagent and bromo-aromatic hydrocarbon are taken as raw materials, and a two-step cascade reaction is carried out under mild conditions, so that the 2-aryl benzofuran product can be conveniently prepared. At present, the reported synthesis methods of 2-aryl benzofuran and derivatives thereof mainly have the problems of long synthesis route, expensive raw materials, harsh reaction conditions and the like. Compared with reported methods, the synthesis method has the advantages of specific reaction selectivity, short reaction route and the like, and a convenient and efficient synthesis strategy is provided for laboratory preparation or industrial production of 2-arylbenzofuran products.
N-Heterocyclic Carbene-Palladium(II)-1-Methylimidazole Complex Catalyzed Direct C-H Bond Arylation of Benzo[b]furans with Aryl Chlorides
Yin, Shun-Chao,Zhou, Quan,Zhao, Xiao-Yun,Shao, Li-Xiong
, p. 8916 - 8921 (2015/09/15)
The first example of sole direct C-H bond arylation of benzo[b]furans with aryl chlorides was achieved catalyzed by a well-defined NHC-Pd(II)-Im complex. Under the suitable conditions, all reactions involving kinds of benzo[b]furans and (hetero)aryl chlor
A concise route to functionalized benzofurans directly from gem-dibromoalkenes and phenols
Rao, Maddali L. N.,Dasgupta, Priyabrata
, p. 65462 - 65470 (2015/08/18)
A tandem strategy for the construction of benzofuran motifs has been developed directly from gem-dibromoalkenes and phenols under palladium-catalyzed conditions. This flexible and novel methodology provides direct access to 2-aryl and 2-styryl benzofurans
One-Pot preparation of 2-arylbenzofurans from oximes with diaryliodonium triflate
Miyagi, Kotaro,Moriyama, Katsuhiko,Togo, Hideo
, p. 2122 - 2136 (2015/01/09)
A variety of 2-arylbenzofurans were obtained in good yields by the O-arylation of oximes with diaryliodonium triflates, followed by the treatment with HCl in dioxane under warming conditions through the [3,3]-sigmatropic reaction. The present reaction is one-pot transition metal-free method for the preparation of various 2-arylbenzofurans from oximes, which are easily available from the reaction of alkyl aryl ketones with hydroxylamine.
Highly efficient heterogeneous synthesis of benzofurans under aqueous condition
Sun, Shi-Xin,Wang, Jun-Jie,Xu, Zi-Jun,Cao, Lu-Ya,Shi, Zi-Fa,Zhang, Hao-Li
, p. 3798 - 3806 (2014/05/20)
Highly efficient organic reactions in water are important for designing environmental-friendly and low cost synthetic processes. Herein, we demonstrate an intermediate-in-water strategy for the heterogeneous synthesis of benzofurans in aqueous media. The cyclization reaction of 2-(phenylethynyl)phenol to 2-phenylbenzofuran cannot proceed in pure water. However, this reaction can be efficiently promoted by the formation of sparingly soluble intermediate in the presence of alkaline. Quantitative conversion of a variety of substrates to benzofuran derivatives has been achieved in the absence of noble metal catalyst. Other remarkable features including easy-isolation and purification of product, along with wide range of functional group tolerance render the methodology promising in the realm of green-synthesis.
Microwave-assisted efficient synthesis of 2-arylbenzo[b]furans and 2-ferrocenylbenzo[b]furans from readily prepared propargylic alcohols and o-iodophenols
Wu, Liansheng,Shi, Xiaokang,Xu, Xiaoyun,Liang, Fen,Huang, Guosheng
experimental part, p. 697 - 702 (2012/07/03)
A simple, efficient and expeditious method for synthesis of 2-arylbenzo[b]furans and 2- ferrocenylbenzo[b]furans from readily prepared propargylic alcohols, o-iodophenols and silica gel with the catalyst of PdCl2(PPh3)2 (2 mol%)/CuI (2mol%) and microwave-promoted Sonogashira coupling/cyclization reaction is developed. The methodology can produce good to excellent yields. In addition, this method can also be completed in one-pot with iodobenzene, 2-methyl-3-butyn-2-ol and 2-iodo-4-methylphenol as reactants. Indian Academy of Sciences.
Simple, convenient, and efficient synthesis of 2-aryl-substituted benzo[b]furans
Jiang, Yong,Gao, Botao,Huang, Wenjuan,Liang, Yongmin,Huang, Guosheng,Ma, Yongxiang
experimental part, p. 197 - 204 (2009/04/07)
A simple, convenient, and efficient one-pot method for the preparation of benzofuran is reported. Sonogashira coupling reaction of aryl iodides with 2-methyl-3-butyn-2-ol was used as an acetylene source in the presence of Pd(PPh3)2Cl2 and CuI. Deprotection of the acetylene moiety in the same pot using a strong base and the second Sonogashira coupling/cyclization of and substituted o-iodophenols led to the formation of the appropriate benzo[b]furans. These protocols also can be used in the synthesis of natural products and indoles. Copyright Taylor & Francis Group, LLC.
Sonogashira coupling and cyclization reactions on alumina: A route to aryl alkynes, 2-substituted-benzo[b]furans and 2-substituted-indoles
Kabalka, George W.,Wang, Lei,Pagni, Richard M.
, p. 8017 - 8028 (2007/10/03)
A solventless, microwave-enhanced Sonogashira coupling reaction of aromatic iodides with terminal alkynes on potassium fluoride doped alumina in the presence of palladium powder, cuprous iodide, and triphenylphosphine has been developed. The reaction can be utilized to prepare aryl alkynes in excellent yields. The coupling of o-iodophenol with terminal alkynes leads to the formation 2-substituted-benzo[b]furans. Whereas the coupling of o-iodoanilines with terminal alkynes generates indole products. An in situ desilylation reaction was also developed.
