64929-35-7Relevant academic research and scientific papers
Enantioselective decarboxylative Mannich reaction of β-keto acids withC-alkynylN-BocN,O-acetals: access to chiral β-keto propargylamines
Chen, Li-Jun,Li, Wei,Shen, Bao-Chun,Sun, Zhong-Wen,Xie, Hui-Ding,Zhang, Cong-Cong
, p. 8607 - 8612 (2021/10/20)
The chiral keto-substituted propargylamines are an essential class of multifunctional compounds in the field of organic and pharmaceutical synthesis and have attracted considerable attention, but the related synthetic approaches remain limited. Therefore, a concise and efficient method for the enantioselective synthesis of β-keto propargylaminesviachiral phosphoric acid-catalyzed asymmetric Mannich reaction between β-keto acids andC-alkynylN-BocN,O-acetals as easily availableC-alkynyl imine precursors has been demonstrated here, affording a broad scope of β-ketoN-Boc-propargylamines in high yields (up to 97%) with generally high enantioselectivities (up to 97?:?3 er).
Biomimetic synthesis of 2-substituted N-heterocycle alkaloids by one-pot hydrolysis, transamination and decarboxylative Mannich reaction
Galman, James L.,Slabu, Iustina,Parmeggiani, Fabio,Turner, Nicholas J.
supporting information, p. 11316 - 11319 (2018/10/24)
Heterocycles based on piperidine and pyrrolidine are key moieties in natural products and pharmaceutically active molecules. A novel multi-enzymatic approach based on the combination of a lipase with an α,ω-diamine transaminase is reported, opening up the synthesis, isolation and characterisation of a broad range of 2-substituted N-heterocycle alkaloids.
Copper-Catalysed Decarboxylative Trifluoromethylation of β-Ketoacids
Xu, Xiaolan,Chen, Huanhuan,He, Jianbo,Xu, Huajian
, p. 1665 - 1668 (2017/10/05)
An efficient method for Cu-catalyzed decarboxylative trifluoromethylation of β-ketoacids to achieve α-trifluoromethyl ketones was developed. A wide variety of synthetically useful α-trifluoromethyl ketones were obtained in modest to good yields under mild reaction conditions. The present method also exhibits good functional-group compatibility.
Synthesis of γ-pyrones via decarboxylative condensation of β-ketoacids
Merad, Jérémy,Maier, Thomas,Rodrigues, Catarina A. B.,Maulide, Nuno
, p. 57 - 62 (2017/01/17)
Abstract: This manuscript describes the convergent synthesis of aryl- and alkyl-disubstituted γ-pyrones from β-ketoacids. The reaction proceeds in the presence of trifluoromethanesulfonic anhydride via an unprecedented decarboxylative auto-condensation of the starting material. Herein, the scope and limitations of this transformation are reported. Graphical abstract: [Figure not available: see fulltext.]
NITROIMIDAZOLES XI. SYNTHESES OF SUBSTITUTED (1-METHYL-5-NITRO-2-IMIDAZOLYL)PYRAZOLES
Karimi-Khoozani, Rahim,Ghanbarpour, Alireza,Shafiee, Abbas
, p. 503 - 510 (2007/10/02)
The β-diketone derivatives of nitroimidazole were synthesized from the reaction of magnesium salt of β-keto acids (2) with imidazolide (3).The β-keto acids (1) were obtained from the hydrolysis of β-keto esters (5) or the reaction of magnesium methylcarbonate with the ketone (6).The reaction of β-diketones (4) with hydrazine afforded the pyrazoles (7), which were converted to N-methylpyrazoles (8) and (9).The latters could also be obtained from the reaction of β-diketones (4) with methylhydrazine.
