73302-18-8Relevant academic research and scientific papers
Microwave-promoted one-pot three-component synthesis of 2,3-dihydroquinazolin-4(1H)-ones catalyzed by heteropolyanion-based ionic liquids under solvent-free conditions
Yang, Yang,Fu, Renzhong,Liu, Yang,Cai, Jing,Zeng, Xiaojun
, (2020/06/09)
A series of 2,3-dihydroquinazoline-4(1H)-one derivatives have been synthesized via one-pot three-component reaction using isatoic anhydrides, amines and aldehydes (or ketones) catalyzed by heteropolyanion-based ionic liquids under microwave-promoted conditions. The practical protocol was found to tolerate a wide range of substrates with different functional groups. Moderate to excellent yields, solvent-free media and operational simplicity are the main highlights. Furthermore, the catalyst can be recovered and reused without evident loss of reactivity. This method provides a green and much improved protocol over the existing methods.
Corrigendum to “Microwave-promoted one-pot three-component synthesis of 2,3-dihydroquinazolin-4(1H)-ones catalyzed by heteropolyanion-based ionic liquids under solvent-free conditions” [Tetrahedron Lett. 76/27 (2020) 131312] (Tetrahedron (2020) 76(27), (S004040202030466X), (10.1016/j.tet.2020.131312))
Cai, Jing,Fu, Renzhong,Liu, Yang,Yang, Yang,Zeng, Xiaojun
, (2020/08/27)
The authors regret the following errors: 1. In page 1, “Additionally, 2,3-dihydroquinazolin-4(1H). -one derivatives can easily…” should be changed to “Additionally, 2,3-dihydroquinazolin-4(1H)-one derivatives can easily…” 2. In page 1, “… numerous protocols have been developed recently for the synthesis using catalysts including acidic reagents [21], [?] [29] lewis acids [30–36],…” should be changed to “… numerous protocols have been developed recently for the synthesis using catalysts including acidic reagents [21–29], lewis acids [30–36],…” 3. In page 1, “… alternative methods to perform organic. synthesis under environmentally benign conditions is in…” should be changed to “… alternative methods to perform organic synthesis under environmentally benign conditions is in…” 4. In page 2, “… condensation, which were. readily available based on our previous publicationsn…” should be changed to “… condensation, which were readily available based on our previous publications…” 5. In page 3, “… while bringing down the catalyst loading to 1 mol % led. to a reduction in the yield to…” should be changed to “… while bringing down the catalyst loading to 1 mol % led to a reduction in the yield to…” 6. In page 3, “… transformation to different substituted isatoic. anhydrides was performed.” should be changed to “… transformation to different substituted isatoic anhydrides was performed.” 7. In page 3, “… easily separated from the. reaction mixture via simple centrifugation…” should be changed to “… easily separated from the reaction mixture via simple centrifugation…” 8. The chemical structure 4a-4g should be changed in Table 2 as below: Table 2. HPAIL catalyzed three-component condensation of isatoic anhydrides, amines and aldehydes (or ketones).a [Figure presented] The authors would like to apologise for any inconvenience caused.
Alkylamino-Directed One-Pot Reaction of N-Alkyl Anilines with CO, Amines and Aldehydes Leading to 2,3-Dihydroquinazolin-4(1H)-ones
Zhang, Xiaopeng,Li, Zhengwei,Ding, Qianqian,Li, Xiaochuan,Fan, Xuesen,Zhang, Guisheng
supporting information, p. 976 - 982 (2019/01/30)
An economical and efficient approach to pharmaceutically and biologically significant 2,3-dihydroquinazolin-4(1H)-ones has been disclosed. The one-pot multicomponent reaction was performed through a palladium-catalyzed ortho-selective oxidative carbonylat
Synthesis of 2, 3 - antiviral properties -4 (1 H) - ketone compounds
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Paragraph 0018; 0019; 0020; 0021; 0022; 0023, (2019/01/06)
The invention discloses a palladium catalyticN- Substituted aniline ortho-C - H key activation function for synthesizing 2, 3 - antiviral properties - 4 (1H) - Ketone compounds. In order to of simple structure and convenient sourceN- Substituted aniline,
Experimental and theoretical investigations into the stability of cyclic aminals
Sawatzky, Edgar,Drakopoulos, Antonios,R?lz, Martin,Sotriffer, Christoph,Engels, Bernd,Decker, Michael
, p. 2280 - 2292 (2016/11/17)
Background: Cyclic aminals are core features of natural products, drug molecules and important synthetic intermediates. Despite their relevance, systematic investigations into their stability towards hydrolysis depending on the pH value are lacking. Results: A set of cyclic aminals was synthesized and their stability quantified by kinetic measurements. Steric and electronic effects were investigated by choosing appropriate groups. Both molecular mechanics (MM) and density functional theory (DFT) based studies were applied to support and explain the results obtained. Rapid decomposition is observed in acidic aqueous media for all cyclic aminals which occurs as a reversible reaction. Electronic effects do not seem relevant with regard to stability, but the magnitude of the conformational energy of the ring system and pKa values of the N-3 nitrogen atom. Conclusion: Cyclic aminals are stable compounds when not exposed to acidic media and their stability is mainly dependent on the conformational energy of the ring system. Therefore, for the preparation and work-up of these valuable synthetic intermediates and natural products, appropriate conditions have to be chosen and for application as drug molecules their sensitivity towards hydrolysis has to be taken into account.
