- One-pot synthesis of N-aryl propargylamine from aromatic boronic acid, aqueous ammonia, and propargyl bromide under microwave-assisted conditions
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A facile, one-pot synthesis of N-aryl propargylamine from aromatic boronic acid, aqueous ammonia, and propargyl bromide has been achieved under microwave-assisted conditions. The reactions can be smoothly completed within a total 10 min through a two-step procedure, including copper-catalyzed coupling of aromatic boronic acids with aqueous ammonia and following propargylation by propargyl bromide.
- Jiang, Yu-Bo,Zhang, Wen-Sheng,Cheng, Hui-Ling,Liu, Yu-Qi,Yang, Rui
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- A microwave-assisted three-component synthesis of arylaminomethyl ?acetylenes: A facile access to terminal alkynes
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A simple, rapid, one-pot synthesis of arylaminomethyl acetylenes is achieved under microwave-assisted conditions (power? =? 5 W) using aromatic boronic acids, aqueous ammonia, propargyl halides, copper(I) oxide and water as the solvent. The reactions are complete within ten minutes affording good to excellent yields of the products. Georg Thieme Verlag Stuttgart. New York.
- Jiang, Yubo,Huang, Shaojun
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- Stereospecific Ring Opening and Cycloisomerization of Aziridines with Propargylamines: Synthesis of Functionalized Piperazines and Tetrahydropyrazines
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Stereospecific Cu-catalyzed nucleophilic ring opening of N-sulfonylaziridines with propargylamines and subsequent hydroamination afford piperazines, which leads to double-bond isomerization to furnish tetrahydropyrazines. Optically active aziridines can be cross-coupled with high enantiomeric purities (>98% ee).
- Das, Bijay Ketan,Pradhan, Sourav,Punniyamurthy, Tharmalingam
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supporting information
p. 4444 - 4448
(2018/08/07)
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- One-pot preparation of pyrrole derivatives via the copper-catalyzed [4+1] annulation of propargylic amines with ethyl glyoxylate and phenylglyoxal in the presence of piperidine
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We describe how copper(II) chloride efficiently catalyzes the [4+1] annulation of propargylamines with either ethyl glyoxylate or phenylglyoxal functioning as a C1 unit, in the presence of piperidine, which leads to a straightforward and one-pot preparati
- Sakai, Norio,Suzuki, Hiroki,Hori, Hiroaki,Ogiwara, Yohei
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supporting information
p. 63 - 66
(2016/12/23)
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- Nucleophilicity of N-propargylanilines in the coordination to zinc tetraphenylporphyrin in chloroform
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Thermodynamic parameters (ΔG 0and ΔS 0) of the isoenthalpic (except for 4-halo derivatives) coordination of (tetraphenylporphyrinato)zinc(II) with anilines in chloroform at 273-313 K linearly correlate with the shift of their electro
- Andreev,Sobolev,Zaitsev,Vizer,Erzhanov,Tafeenko
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p. 1599 - 1607
(2015/02/19)
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- Synthesis of substituted 3-indolylimines and indole-3-carboxaldehydes by rhodium(II)-catalyzed annulation
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An efficient Cu/Rh-catalyzed method is proposed for the synthesis of 3-indolylimines from N-propargylanilines through Rh(II)-catalyzed denitrogenative annulation of N-sulfonyl-1,2,3-triazoles. Further combined with hydrolysis or reduction, a one-pot method is developed to enable the direct incorporation of an imine, aldehyde, or amine group into an indole system from an alkyne. A variety of substituted 3-indolylimines, indole-3-carboxaldehydes, and 3-Indolylmethanamines are synthesized in good yields.
- Rajagopal, Basker,Chou, Chih-Hung,Chung, Ching-Cheng,Lin, Po-Chiao
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supporting information
p. 3752 - 3755
(2014/08/05)
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