22563-99-1Relevant articles and documents
A convenient alternative route to β-aminoketones
San Martin,De Marigorta,Dominguez
, p. 2255 - 2264 (2007/10/02)
Enaminones has been prepared and submitted to conjugate reduction with LAH and the system Al2O3/R2NH to give β-aminoketones. The latter tandem amination system has also been applied in the Mannich reaction, improving the synthesis of several new diaryl β-aminoketones. Besides, the sequential use of DMFDMA and LAH-CuI on deoxybenzoins furnishes a new route for the synthesis of enones.
MANNICH REACTION UNDER HIGH PRESSURE. DIMETHYLAMINOMETHYLATION OF KETONES WITH BIS(DIMETHYLAMINO)METHANE UNDER MILD CONDITIONS
Matsumoto, Kiyoshi,Hashimoto, Shiro,Otani, Shinichi,Amita, Fujitsugu,Osugi, Jiro
, p. 585 - 590 (2007/10/02)
Dimethylaminomethylation of ketones with bis(dimethylamino)methane takes place cleanly in methanol at room temperature in the kiro bar region.
Carbon-Carbon Bond Formation by the Use of Chloroiodomethane as a C1 Unit. III. A Convenient Synthesis of the Mannich Base from Enol Silyl Ether by a Combination of Chloroiodomethane and N,N,N',N'-Tetramethylmethanediamine
Miyano, Sotaro,Hokari, Hiroshi,Hashimoto, Harukichi
, p. 534 - 539 (2007/10/02)
The Mannich dimethylaminomethylation of carbonyl compounds is conveniently carried out via enol trimethylsilyl ethers by a combination of chloroiodomethane (CH2ClI) and N,N,N',N'-tetramethylmethanediamine (TMMD) in DMSO as the solvent at ambient temperatute.The mechanism of the transformation is discussed on the basis of product analysis and 1H NMR spectral studies.The reagent system CH2ClI/TMMD also provides a convenient route to the Eschenmoser's salt ().