15386-79-5Relevant articles and documents
Design, synthesis and molecular docking of substituted 3-hydrazinyl-3-oxo-propanamides as anti-tubercular agents
Naqvi, Arshi,Malasoni, Richa,Srivastava, Akansha,Pandey, Rishi Ranjan,Dwivedi, Anil Kumar
supporting information, p. 5181 - 5184 (2014/12/11)
Based on the anti-mycobacterial activity of various acid hydrazides, a series of substituted 3-hydrazinyl-3-oxo-propanamides has been designed. The target compounds have been synthesized from diethylmalonate using substituted amines and hydrazine hydrate
Pd-catalyzed carbonylation of diazo compounds at atmospheric pressure: A catalytic approach to ketenes
Zhang, Zhenhua,Liu, Yiyang,Ling, Lin,Li, Yuxue,Dong, Yian,Gong, Mingxing,Zhao, Xiaokun,Zhang, Yan,Wang, Jianbo
supporting information; experimental part, p. 4330 - 4341 (2011/06/21)
The carbonylation of carbenes through catalytic cycles is highly desirable due to the importance of ketene-mediated reactions in organic synthesis. In this investigation, a highly efficient and mild catalytic approach toward ketene intermediates has been developed based on Pd-catalyzed carbonylation of diazo compounds with CO. When α-diazocarbonyl compounds or N-tosylhydrazone salts are heated in the presence of a palladium catalyst under atmospheric pressure of CO, ketene intermediates are formed in situ, where they undergo further reactions with various nucleophiles such as alcohols, amines, or imines. The Pd-catalyzed tandem carbonylation-Staudinger cycloaddition gives β-lactam derivatives in good yields with excellent trans diastereoselectivity. The results from DFT calculation on the reaction mechanism suggest that Pd is involved in the [2 + 2] cycloaddition process and affects the diastereoselectivity of the β-lactam products by assisting isomerization of the addition intermediate. On the other hand, the acylketenes generated from the Pd-catalyzed carbonylation of α-diazoketones react with imines in a formal [4 + 2] cycloaddition manner to afford 1,3-dioxin-4-one derivatives. This straightforward carbonylation provides a new approach toward highly efficient catalytic generation of ketene species under mild conditions.
α-Pyrones. Part V. Structure Effects on the Intramolecular Cyclization of Functionalized 6-Pyronylacetamides: Synthesis of New 2,5,7-Trioxo-pyranopyridines
Clerici, Francesca,Gelmi, Maria L.,Galbiati, Barbara,Mottadelli, Sabrina,Penso, Michele,Pocar, Donato
, p. 3279 - 3288 (2007/10/02)
Reaction of arylisocyanates 2 with methyl 2-oxo-2H-pyran-6-acetate 1 and with ylide 4 gave two classes of pyronylacetamides 3 and 5, respectively.Phosphoranes 5 were reduced to the corresponding acetamides 6 with zinc and acetic acid.Compounds 6 were alky
