- Selectfluor-mediated oxidative methylenation of amide with N, N -dimethylpropanamide for N, N ′-methylenebisamide synthesis
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A simple and efficient approach for the synthesis of N,N′-methylenebisamides through a Selectfluor-mediated oxidative reaction of aromatic amides and N,N-dimethylpropanamide (DMP) is described. Remarkable results clearly reveal that DMP plays a dual role in this reaction, as both a one-carbon source and an environment-friendly solvent. Moreover, the process provides new strategies for the synthesis of bisamides with advantages of operationally simple, insensitive to atmospheric conditions, and good to high yields.
- Cao, Yue,Zhou, Dongheng,Ma, Yongmin
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- Ammonium persulfate activated DMSO as a one-carbon synthon for the synthesis of methylenebisamides and other applications
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Activation of DMSO to work as an economical and environmentally benign one-carbon synthon has been achieved by using a bench-top reagent ammonium persulfate for general and efficient access to symmetrical methylenebisamides from primary amides. This methodology was used to achieve a three-component Mannich reaction using acetophenone, saccharin and DMSO to furnish a β-amino ketone. It also provided a metal-free synthesis of thiadiazole and bis(phenyl)methane. Effectively, this method uses DMSO as a safer surrogate to formaldehyde. A mechanism for methylenebisamide formation involving radical intermediates has been proposed based on mechanistic studies.
- Mahajan, Pankaj S.,Tanpure, Subhash D.,More, Namita A.,Gajbhiye, Jayant M.,Mhaske, Santosh B.
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p. 101641 - 101646
(2015/12/08)
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- STUDIES ON THE SYNTHESIS OF BENZOLACTAM RINGS. II SYNTHESIS OF 1,4-DIHYDRO-3(2H)-ISOQUINOLINONE DERIVATIVES
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A new synthesis of 1,4-dihydro-3(2H)-isoquinolinones by the amidomethylation with acrylacetamide or acrylacetonitrile and paraformaldehyde in some acid-catalysts is described.
- Kamochi, Yasuko,Watanabe, Yasuo
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p. 2385 - 2391
(2007/10/02)
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