37883-72-0Relevant academic research and scientific papers
Cu(II)-Mediated C?C/C?O Bond Formation via C?H/C?C Bond Cleavage: Access to Benzofurans Using Amide as a Traceless Directing Group
Yu, Shuling,Lv, Ningning,Liu, Zhanxiang,Zhang, Yuhong
supporting information, p. 118 - 125 (2019/11/26)
A copper-mediated synthesis of 2,3-disubstituted benzofurans with the assistance of an 8-aminoquinolyl auxiliary is described from readily available benzamides and benzoylacetonitriles. In this reaction, the C?C bond is successfully constructed via C?H ac
Copper-Catalyzed Cascade Synthesis of 2-Aryl-3-cyanobenzofuran and Dibenzo[ b, f]oxepine-10-carbonitrile Derivatives
Villuri, Bharath Kumar,Ichake, Sachin S.,Reddy, Sabbasani Rajasekhara,Kavala, Veerababurao,Bandi, Vijayalakshmi,Kuo, Chun-Wei,Yao, Ching-Fa
, p. 10241 - 10247 (2018/07/25)
The copper-catalyzed reaction of aryl aldehydes with 2-iodobenzylcyanides afforded 2-aryl-3-cyanobenzofurans in isolated yields of up to 74% in a cascade manner, which involves Knoevenagel condensation, aryl hydroxylation, oxa-Michael addition, and aromatization reactions. Conversely, 2-halo benzaldehydes as reacting partners with 2-iodobenzylcyanide regioselectively furnished dibenzo[b,f]oxepine-10-carbonitrile derivatives up to 85% isolated yields via tandem Knoevenagel condensation, aryl hydroxylation, and Ullmann coupling reactions.
Copper-Catalyzed Acyloxycyanation of Alkynes with Acetonitrile: Regioselective Construction of Cyclic Acrylonitriles by 6-endo or 5-exo Cyclization
Zhu, Yamin,Shen, Zengming
supporting information, p. 3515 - 3519 (2017/09/13)
An efficient difunctionalization of alkynes by tandem iodolactonization and copper-catalyzed cyanation using acetonitrile as a cyanating reagent is reported for the first time. This approach can afford cyano-containing isocoumarin or phthalide derivatives
Copper-Catalyzed Preparation of 2-Aryl-3-cyanobenzofurans with Bright Blue Photoluminescence
Zhang, Lianpeng,Peng, Zhixing,Wen, Qiaodong,Li, Xihui,Lu, Ping,Wang, Yanguang
supporting information, p. 728 - 731 (2016/03/01)
Copper-catalyzed cascade synthesis of 2-aryl-3-cyanobenzofurans from o-hydroxybenzaldehydes and arylacetonitriles in the presence of copper acetate and sodium methoxide is reported. The synthesized 2-aryl-3-cyanobenzofurans emit bright blue under UV light with a quantum yield up to 88.9%. (Chemical Equation Presented).
A synthetic method of 2-phenyl-3-cyano benzofuran compounds
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Paragraph 0038; 0039, (2016/10/08)
A synthetic method of 2-phenyl-3-cyano benzofuran compounds is disclosed. The method includes weighing an aldehyde compound, an aryl acetonitrile compound, a catalyst and an alkali, according to a mole ratio of 1:1-2:0.2:4, adding into a reaction containe
Construction of 2-substituted-3-functionalized benzofurans via intramolecular heck coupling: Application to enantioselective total synthesis of daphnodorin B
Yuan, Hu,Bi, Kai-Jian,Li, Bo,Yue, Rong-Cai,Ye, Ji,Shen, Yun-Heng,Shan, Lei,Jin, Hui-Zi,Sun, Qing-Yan,Zhang, Wei-Dong
supporting information, p. 4742 - 4745 (2013/10/08)
A novel approach was developed for the synthesis of 2-substituted-3- functionalized benzofurans, using an intramolecular Heck reaction which was further applied in the first enantioselective total synthesis of Daphnodorin B.
Synthesis of (Z)-3-aryloxy-acrylonitriles, (E)-3-aryloxy-acrylonitriles and 3-cyanobenzofurans through the sequential reactions of phenols with propiolonitriles
Zhou, Wei,Zhang, Yicheng,Li, Pinhua,Wang, Lei
, p. 7184 - 7196 (2012/10/08)
A Na2CO3-promoted addition of phenols to propiolonitriles generated (Z)-3-aryloxy-acrylonitriles in nearly quantitative yields with exclusively Z-isomers, and a DABCO-promoted addition reaction of phenols with propiolonitriles afforded mainly (E)-3-aryloxy-acrylonitriles with high yields. The obtained (E)-3-aryloxy-acrylonitriles underwent intramolecular cyclization to give 3-cyanobenzofurans in good yields through palladium-catalyzed direct C-H bond functionalization.
Practical synthesis of aromatic nitriles via gallium-catalysed electrophilic cyanation of aromatic C-H bonds
Okamoto, Kazuhiro,Watanabe, Masahito,Murai, Masahito,Hatano, Ryo,Ohe, Kouichi
supporting information; experimental part, p. 3127 - 3129 (2012/04/23)
A gallium-catalysed, direct cyanation reaction of aromatic and heteroaromatic C-H bonds with cyanogen bromide was developed as a practical synthetic method for the preparation of aromatic nitriles. The Royal Society of Chemistry 2012.
Direct transformation of N, N -dimethylformamide to -CN: Pd-catalyzed cyanation of heteroarenes via C-H functionalization
Ding, Shengtao,Jiao, Ning
supporting information; experimental part, p. 12374 - 12377 (2011/10/02)
This paper describes the direct cyanation of indoles and benzofurans employing N,N-dimethylformamide (DMF) as both reagent and solvent. Isotopic labeling experiments indicated that both the N and the C of the cyano group derived from DMF. This transformation offers an alternative method for preparing aryl nitriles, though it is currently limited in scope to indoles and benzofurans.
Copper-mediated cyclization-halogenation and cyclization-cyanation reactions of β-hydroxyalkynes and o -alkynylphenols and anilines
Swamy, Nalivela Kumara,Yazici, Arife,Pyne, Stephen G.
experimental part, p. 3412 - 3419 (2010/07/02)
The CuX (X = I, Br, Cl, CN)-mediated cyclization-halogenation and cyclization-cyanation reactions of β-hydroxyalkynes and o-alkynylphenol and -aniline derivatives give rise to 3-halo- and 3-cyanofuro[3,2-b]pyrroles, 3-iodo-, 3-bromo-, and 3-cyanobenzofurans, and 3-cyanoindoles, respectively.
