期刊
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
卷 2012, 期 32, 页码 6407-6413出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201200778
关键词
Synthetic methods; Organocatalysis; Hydrogen bonds; Domino reactions; Amino acids
资金
- Council of Scientific and Industrial Research (CSIR), New Delhi
A cascade organocatalysis is reported for the nucleophilic and electrophilic dual activation taking place in the reaction of methyl ketones or active methylene compounds with DMF-DMA (N,N-dimethylformamide dimethyl acetal). L-Proline serves as an efficient organocatalyst in the covalent and noncovalent synchronous mode for the ambiphilic activation of various aryl, heteroaryl, and styryl methyl ketones, cyclic ketones, and 1,3-diketones with DMF-DMA to achieve the convenient syntheses of the versatile synthons (2E)-1-aryl/heteroaryl/styryl-3-(dimethylamino)-2-propen-1-ones, (E)-alpha-[(dimethylamino)formylidene]cycloalkanones, and (E)-2-(dimethylamino)formylidene-1,3-diketones in high yields under solvent-free conditions.
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