One-Pot Synthesis of Dihydro[1,2,4]triazolo[1,5-a]pyrimidines and Dihydrobenzo[4,5]imidazo[1,2-a]pyrimidine Derivatives Catalyzed by Amberlyst-15

doi:10.6023/cjoc201901050

Chin. J. Org. Chem. ›› 2019, Vol. 39 ›› Issue (7): 1945-1952.DOI: 10.6023/cjoc201901050 Previous Articles Next Articles

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Amberlyst-15催化下的二氢[1,2,4]三唑并[1,5-a]嘧啶类及二氢苯并[4,5]咪唑并[1,2-a]嘧啶类衍生物的一锅法合成

马会芳, 李文博, 阿布拉江·克依木

新疆大学化学化工学院石油天然气精细化工教育部&新疆维吾尔自治区重点实验室乌鲁木齐 830046

收稿日期:2019-01-29 修回日期:2019-03-07 发布日期:2019-04-09
通讯作者: 阿布拉江·克依木 E-mail:ablajan209@hotmail.com
基金资助:
国家自然科学基金（No.21462041）资助项目.

One-Pot Synthesis of Dihydro[1,2,4]triazolo[1,5-a]pyrimidines and Dihydrobenzo[4,5]imidazo[1,2-a]pyrimidine Derivatives Catalyzed by Amberlyst-15

Ma Huifang, Li Wenbo, Ablajan Keyume

Key Laboratory of Oil & Gas Fine Chemicals, Ministry of Education & Xinjiang Uyghur Autonomous Region, College of Chemistry and Chemical Engineering, Xinjiang University, Urumqi 830046

Received:2019-01-29 Revised:2019-03-07 Published:2019-04-09
Contact: 10.6023/cjoc201901050 E-mail:ablajan209@hotmail.com
Supported by:
Project supported by the National Science Foundation of China (No. 21462041).

1. One-Pot Synthesis of Dihydro[1,2,4]triazolo[1,5-a]pyrimidines and Dihydrobenzo[4,5]imidazo[1,2-a]pyrimidine Derivatives Catalyzed by Amberlyst-15.PDF(16155KB)

Abstract

Under the catalysis of solid acidic ion exchange resin Amberlyst-15, using ethanol as solvent, aromatic aldehyde, β-ketoester, and 3-amino-1,2,4-triazole or 2-aminobenzo as starting materials, a series of triazolo[1,5-a]pyrimidine derivatives 5a~5m and dihydrobenzo[4,5]imidazo[1,2-a]pyrimidines 6a~6g were synthesized by three-component one-pot reaction of imidazole derivatives. The method is simple and efficient, and has short reaction time, simple post-treatment and wide application range of the substrate. The catalyst can be recycled for 4 times without the significant decrease of catalytic activity. It conforms to the basic standard of green chemistry.

Key words: dihydropyrimidine derivative, solid acidic ion exchange resin Amberlyst-15, one-pot reaction

Cite this article

Ma Huifang, Li Wenbo, Ablajan Keyume. One-Pot Synthesis of Dihydro[1,2,4]triazolo[1,5-a]pyrimidines and Dihydrobenzo[4,5]imidazo[1,2-a]pyrimidine Derivatives Catalyzed by Amberlyst-15[J]. Chin. J. Org. Chem., 2019, 39(7): 1945-1952.

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Amberlyst-15催化下的二氢[1,2,4]三唑并[1,5-a]嘧啶类及二氢苯并[4,5]咪唑并[1,2-a]嘧啶类衍生物的一锅法合成

One-Pot Synthesis of Dihydro[1,2,4]triazolo[1,5-a]pyrimidines and Dihydrobenzo[4,5]imidazo[1,2-a]pyrimidine Derivatives Catalyzed by Amberlyst-15

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