Diethyl Phosphate‐Catalyzed One‐Pot Synthesis of 2,3‐Dihydroquinolin‐4(1 <i>H</i> )‐ones from 2‐Aminoacetophenones and Benzaldehydes

Abstract A diethyl phosphate (DEP)‐catalyzed one‐pot synthesis of 2,3‐dihydroquinolin‐4(1 H )‐ones in DMF was achieved. Control experiments led to a plausible mechanism involving an intermolecular aldol condensation of 2‐aminoacetophenone and aldehyde, followed by a hydrogen bond‐driven cyclization. In this process, a series of 2,3‐dihydroquinolin‐4(1 H )‐ones were obtained in good yields (48–84%). This strategy features transition metal‐free and short reaction times.

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Journal
ChemistrySelect
Published
2024-11-01
DOI
https://doi.org/10.1002/slct.202404028
Primary Topic
Multicomponent Synthesis of Heterocycles
Type
article
Field-Weighted Citation Impact
0.00

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article

Diethyl Phosphate‐Catalyzed One‐Pot Synthesis of 2,3‐Dihydroquinolin‐4(1 H )‐ones from 2‐Aminoacetophenones and Benzaldehydes

Xiaosheng Yang, Lishou Yang, Yingguo Ban, Shuang Zheng et al.
ChemistrySelect
Multicomponent Synthesis of Heterocycles
article

Diethyl Phosphate‐Catalyzed One‐Pot Synthesis of 2,3‐Dihydroquinolin‐4(1 H )‐ones from 2‐Aminoacetophenones and Benzaldehydes

Xiaosheng Yang, Lishou Yang, Yingguo Ban, Shuang Zheng, K. C. Hou, Lanfeng He, Enhua Wang
article en

Abstract

Abstract A diethyl phosphate (DEP)‐catalyzed one‐pot synthesis of 2,3‐dihydroquinolin‐4(1 H )‐ones in DMF was achieved. Control experiments led to a plausible mechanism involving an intermolecular aldol condensation of 2‐aminoacetophenone and aldehyde, followed by a hydrogen bond‐driven cyclization. In this process, a series of 2,3‐dihydroquinolin‐4(1 H )‐ones were obtained in good yields (48–84%). This strategy features transition metal‐free and short reaction times.

ChemistrySelectVol. 9(43)
Guiyang Medical University (CN), Guizhou University (CN), Guizhou Academy of Agricultural Sciences (CN)
National Natural Science Foundation of China, Department of Education of Guizhou Province
Clean water and sanitation
Openalex Percentile: Top 85%
Multicomponent Synthesis of Heterocycles
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