- Electrochemical Chalcogenation of β,γ-Unsaturated Amides and Oximes to Corresponding Oxazolines and Isoxazolines
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The current report represents a transition-metal-free synthesis of oxazoline and isoxazoline derivatives by a tandem electro-oxidative chalcogenation-cyclization process. Both C?Se and C?S bond-forming protocols were developed without using any external oxidant and the reaction was performed at room temperature, open to the air. Using this methodology, 29 substituted oxazoline and 16 substituted isoxazoline derivatives were synthesized with up to 91% isolated yield. (Figure presented.).
- Baidya, Mrinmay,De Sarkar, Suman,Mahanty, Kingshuk,Maiti, Debabrata,Mallick, Samrat
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supporting information
(2020/02/04)
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- Copper-Catalyzed Aerobic Cyclization of β,γ-Unsaturated Hydrazones with Concomitant CC Bond Cleavage
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A Cu-catalyzed aerobic oxidative cyclization of β,γ-unsaturated hydrazones for the preparation of pyrazole derivatives has been developed. The hydrazonyl radical promoted the cyclization, along with a concomitant CC bond cleavage of β,γ-unsaturated hydrazones. This process has been verified via several control experiments, including a radical-trapping study, an 18O-labeling method, and the identification of the possible byproducts. The advantages of this reaction include operational simplicity, a broad reaction scope, and a mild selective reaction process.
- Fan, Zhenwei,Feng, Jiahao,Hou, Yuchen,Rao, Min,Cheng, Jiajia
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supporting information
p. 7981 - 7985
(2020/11/02)
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- Facile access to zinc and cadmium selones: Highly active catalysts for Barbier reactions in aqueous media
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The syntheses and structures of five mononuclear zinc and cadmium selone complexes along with a polynuclear cadmium selone 1D chain were described. The mononuclear homoleptic zinc selone complexes were the first examples of structurally characterized zinc
- Babu, Chatla Naga,Srinivas, Katam,Prabusankar, Ganesan
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p. 6456 - 6465
(2016/05/09)
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- CuI catalyzed Barbier type allylation of aldehyde in presence of S1,S2-dipyridin-2-yl ferrocene-1,1′-dicarbothioate as ligand
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Ferrocene based ligand S1 ,S2-dipyridin-2-yl ferrocene-1,1′-dicarbothioate has been prepared from 1,1′-ferrocene-dicarboxylic acid. The ligand has been used successfully in the SnCl2.2H2O mediated Barbier type a
- Kashyap, Bishwapran,Phukan, Prodeep
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p. 662 - 670
(2015/05/27)
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- Diastereoselective oxidative α-amination of aliphatic aldehydes catalyzed by iodine: Synthesis of syn-γ-hydroxy-α-amino acetals
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Aldehydes can react with secondary amines to give α-amino acetals via the α-amination of aliphatic aldehydes catalyzed by iodine. The presence of an asymmetric hydroxylated center at the γ-position of the aldehyde was found to induce the stereoselective a
- Zhang, Yun-Xiao,Zhang, An-Qi,Tian, Jie-Sheng,Loh, Teck-Peng
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supporting information
p. 8387 - 8394
(2013/12/04)
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- A practical procedure of low valent tin mediated Barbier allylation of aldehydes in wet solvent
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Use of aluminium as the reducing metal in spontaneous bimetal redox reaction has been elegantly exploited for allylation/crotylation of aldehydes in wet solvent. Here, low valent tin was prepared in situ by reduction of SnCl2·2H2O wi
- Vilanova, Conxín,Sánchez-Péris, María,Roldán, Steven,Dhotare, Bhaskar,Carda, Miguel,Chattopadhyay, Angshuman
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p. 6562 - 6567
(2013/11/19)
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- SnCl2·2H2O-mediated Barbier-type allylation: A comparative evaluation of the catalytic performance of CuI and Pd(OAc) 2
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A systematic investigation has been carried out for the allylation of carbonyl compounds under SnCl2·2H2O-mediated Barbier-type conditions, using CuI and Pd(OAc)2 as catalysts. Ketones, which are not reactive under the influence of CuI, however, could be activated by using Pd(OAc)2 as a catalyst.
- Kalita, Pabitra Kumar,Phukan, Prodeep
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p. 1055 - 1062
(2013/11/06)
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- Rapid access to homoallylic alcohols via Pd(OAc)2 catalyzed Barbier type allylation in presence of DMAP
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DMAP was found to accelerate significantly the rate of Pd(OAc)2 catalyzed Barbier type allylation of carbonyl compounds by allylbromide using SnCl2·2H2O as reducing agent. Both aldehyde as well as ketones produced excellent yields within a short reaction time in the presence of 3 mol % of Pd(OAc)2 and 12 mol % of DMAP at room temperature. Aldehydes could be allylated within 5-10 min whereas, in case of ketones, the reaction completes in 45-120 min.
- Kashyap, Bishwapran,Phukan, Prodeep
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supporting information
p. 6324 - 6327
(2013/11/06)
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- One-pot sequential deoximation and allylation reactions of aldoximes in aqueous solution
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A simple procedure has been developed for conducting tin-mediated deoximation and allylation reactions of aldoximes in water to form homoallylic alcohols. Employing the new conditions, various homoallylic alcohols were produced in good to excellent yields
- Lin, Mei-Huey,Lin, Long-Zhi,Chuang, Tsung-Hsun,Liu, Han-Jun
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experimental part
p. 2630 - 2635
(2012/04/23)
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