- Base-promoted one-pot synthesis of pyridine derivatives via aromatic alkyne annulation using benzamides as nitrogen source
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In the presence of Cs2CO3, the first simple, efficient, and one-pot procedure for the synthesis of 3,5-diaryl pyridines via a variety of aromatic terminal alkynes with benzamides as the nitrogen source in sulfolane is described. The formation of pyridine derivatives accompanies the outcome of 1,3-diaryl propenes, which are also useful intermediates in organic synthesis. Thus, pyridine ring results from a formal [2+2+1+1] cyclocondensation of three alkynes with benzamides, and one of the alkynes provides one carbon, whilst benzamides provide a nitrogen source only. A new transformation of alkynes as well as new utility of benzamide are found in this work.
- Ashiq, Muhammad Naeem,Hua, Ruimao,Iqbal, Muhammad Asif,Mehmood, Hina
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supporting information
(2021/11/08)
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- Deoxygenative coupling of 2-aryl-ethanols catalyzed by unsymmetrical pyrazolyl-pyridinyl-triazole ruthenium
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A pyrazolyl-pyridinyl-triazole Ru complex was synthesized from unsymmetrical pyrazolyl-pyridinyl-triazole (PPT) skeleton ligand and characterized through X-ray crystallography. The corresponding heterogeneous pyrazolyl-pyridinyl-triazole Ru complexes on γ
- Cao, Fei,Duan, Zheng-Chao,Zhu, Haiyan,Wang, Dawei
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- Oxygenation of Simple Olefins through Selective Allylic C?C Bond Cleavage: A Direct Approach to Cinnamyl Aldehydes
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A novel metal-free allylic C?C σ-bond cleavage of simple olefins to give valuable cinnamyl aldehydes is reported. 1,2-Aryl or alkyl migration through allylic C?C bond cleavage occurs in this transformation, which is assisted by an alkyl azide reagent. This method enables O-atom incorporation into simple unfunctionalized olefins to construct cinnamyl aldehydes. The reaction features simple hydrocarbon substrates, metal-free conditions, and high regio- and stereoselectivity.
- Liu, Jianzhong,Wen, Xiaojin,Qin, Chong,Li, Xinyao,Luo, Xiao,Sun, Ao,Zhu, Bencong,Song, Song,Jiao, Ning
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p. 11940 - 11944
(2017/09/20)
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- DDQ-mediated Direct C(sp3)-H Cyanation of Benzyl Ethers and 1,3-Diarylpropenes under Solvent- and Metal-free Conditions
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A direct cyanation of benzyl ethers and 1,3-diarylpropenes with TMSCN was performed under solvent- and metal-free conditions. This oxidative cross dehydrative coupling (CDC) reaction was promoted by 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) and provided rapid access to a broad range of nitriles in good to excellent yields.
- Kong, Shanshan,Zhang, Lingqiong,Dai, Xiaoli,Tao, Lianzhi,Xie, Chunsong,Shi, Lei,Wang, Min
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supporting information
p. 2453 - 2456
(2015/08/18)
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- FeCl3·6H2O-catalyzed selective reduction of allylic halides to alkenes with concomitant oxidation of benzylic alcohols to aldehydes
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Iron-catalyzed direct reduction of allylic halides with benzylic alcohol was achieved, providing a new, simple, and efficient method for conducting highly regioselective hydrodehalogenation. This method not only features a readily available reductant, an
- Zhang, Houcai,Liu, Ruiting,Zhou, Xigeng
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p. 282 - 288
(2014/03/21)
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- Allylic activation across an Ir-Sn heterobimetallic catalyst: Nucleophilic substitution and disproportionation of allylic alcohol
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A nucleophilic substitution of allylic alcohols with carbon (arene, heteroarene, allyltrimethylsilane, and 1,3-dicarbonyl compound), sulfur (thiol), oxygen (alcohol), and nitrogen (sulfonamide) nucleophiles has been demonstrated using an in house developed [Ir(COD)(SnCl3)l(μ-Cl)]2 heterobimetallic catalyst in 1,2-dichloroethane to afford the corresponding allylic products in moderate to excellent yields. In 4-hydroxycoumarin, allylation occurs at the 3-position. The diaryl-substituted allylic alcohols undergo disproportionation in presence of the heterobimetallic catalyst to provide the corresponding alkenes and chalcones. An electrophilic mechanism is proposed from Hammett correlation study.
- Chatterjee, Paresh Nath,Roy, Sujit
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experimental part
p. 3776 - 3785
(2012/07/14)
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- Arylations of allylic acetates with triarylbismuths as atom-efficient multi-coupling reagents under palladium catalysis
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Arylation of allylic acetates employing triarylbismuths as multi-coupling reagents under palladium-catalyzed conditions was reported. Triarylbismuths as nucleophilic coupling partners were used in sub-stoichiometric amounts with respect to allylic acetate
- Rao, Maddali L.N.,Banerjee, Debasis,Giri, Somnath
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scheme or table
p. 5757 - 5761
(2009/12/24)
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- FeCl3 · 6H2O catalyzed disproportionation of allylic alcohols and selective allylic reduction of allylic alcohols and their derivatives with benzyl alcohol
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Iron chloride has been found to be an efficient catalyst for the disproportionation of allylic alcohols, which provides a convenient method for selective transformation of allylic alcohols to alkenes and α,β- unsaturated ketones. Furthermore, this catalytic system is also effective for highly selective allylic reduction of allylic alcohols, allylic ethers, and allylic acetates with benzyl alcohol under neutral and convenient reaction conditions.
- Wang, Jialiang,Huang, Wen,Zhang, Zhengxing,Xiang, Xu,Liu, Ruiting,Zhou, Xigeng
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supporting information; experimental part
p. 3299 - 3304
(2009/09/08)
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