Efficient and Convenient Synthesis of N3-(Acyloxymethyl)dihydropyrimidinones by a One-Pot Two-Step Method

被引：3
|
作者：
Quan, Zheng-Jun [1 ,2 ]
Ren, Rong-Guo
Da, Yu-Xia
Zhang, Zhang
Wang, Xi-Cun [1 ,2 ]
机构：
[1] Minist Educ, Key Lab Ecoenvironm Related Polymer Mat, Beijing, Peoples R China
[2] NW Normal Univ, Coll Chem & Chem Engn, Gansu Key Lab Polymer Mat, Lanzhou 730070, Gansu, Peoples R China
来源：
LETTERS IN ORGANIC CHEMISTRY | 2011年 / 8卷 / 03期
关键词：
N3-(Acetoxymethyl)dihydropyrimidinones; N3-(benzoyloxymethyl)dihydropyrimidinones; 3,4-dihydropyrimidinones; Biginelli compounds; one-pot reaction; BIGINELLI-COMPOUNDS; SOLID-PHASE; ACCESS; AGENT;
D O I：
10.2174/157017811795038458
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
3,4-Dihydropyrimidinones modified with N3-(acetoxymethyl) and (aroyloxymethyl) groups can be regioselectively obtained in good yields by reactions of 3,4-dihydropyrimidinones with paraformaldehyde and substituted benzoic acids/acetic acid, by a one-pot two-step strategy in the presence of chlorotrimethylsilane. The advantages of this method are the simple procedure, the high regioselectivity of the products, shorter reaction time and the mild reaction conditions. Additionally, this method directly uses acid as acylation reagents and needs not acid anhydride or acyl chloride.
引用
收藏
页码：188 / 192
页数：5
相关论文
共 50 条
  • [41] One-pot two-step synthesis of 2,5-dihydro-2-oxofuran-3-carboxamides
    Tokmajyan, Gayane
    Karapetyan, Lusine
    HETEROCYCLIC COMMUNICATIONS, 2014, 20 (02) : 77 - 79
  • [42] A green and practical one-pot two-step strategy for the synthesis of symmetric 3,6-diarylpyridazines
    Rimaz, Mehdi
    Mousavi, Hossein
    Khalili, Behzad
    Aali, Farkhondeh
    JOURNAL OF THE CHINESE CHEMICAL SOCIETY, 2018, 65 (11) : 1389 - 1397
  • [43] One-Pot Two-Step Chemoenzymatic Cascade for the Synthesis of a Bis-benzofuran Derivative
    Mertens, M. A. Stephanie
    Thomas, Fabian
    Noeth, Maximilian
    Moegling, Julian
    El-Awaad, Islam
    Sauer, Daniel F.
    Dhoke, Gaurao V.
    Xu, Wenjing
    Pich, Andrij
    Herres-Pawlis, Sonja
    Schwaneberg, Ulrich
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2019, 2019 (37) : 6341 - 6346
  • [44] Synthesis of enantiopure glycidol derivatives via a one-pot two-step enzymatic cascade
    Liu, Yu-Chang
    Liu, Yan
    Wu, Zhong-Liu
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2015, 13 (07) : 2146 - 2152
  • [45] One-pot, two-step enzymatic synthesis of amoxicillin by complexing with Zn2+
    Zhang, Ye-Wang
    Liu, Rui-Jiang
    Xu, Xi-Ming
    APPLIED MICROBIOLOGY AND BIOTECHNOLOGY, 2010, 88 (01) : 49 - 55
  • [46] Identification of an α-Oxoamine Synthase and a One-Pot Two-Step Enzymatic Synthesis of α-Amino Ketones
    Zhou, Ting
    Gao, Du
    Li, Jia-Xin
    Xu, Min-Juan
    Xu, Jun
    ORGANIC LETTERS, 2021, 23 (01) : 37 - 41
  • [47] One-pot, two-step enzymatic synthesis of amoxicillin by complexing with Zn2+
    Ye-Wang Zhang
    Rui-Jiang Liu
    Xi-Ming Xu
    Applied Microbiology and Biotechnology, 2010, 88 : 49 - 55
  • [48] A One-Pot Two-Step Enzymatic Pathway for the Synthesis of Enantiomerically Enriched Vicinal Diols
    Giovannini, Pier Paolo
    Mueller, Michel
    Presini, Francesco
    Baraldi, Serena
    Ragno, Daniele
    Di Carmine, Graziano
    Jacoby, Christian
    Bernacchia, Giovanni
    Bortolini, Olga
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2021, 2021 (06) : 973 - 978
  • [49] Synthesis of 2-Aminothiazole Derivatives in Easy Two-Step, One-Pot Reaction
    Dziuk, Blazej
    Kyziol, Janusz B.
    Zaleski, Jacek
    Ejsmont, Krzysztof
    Zarychta, Bartosz
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2018, 55 (03) : 763 - 768
  • [50] One-pot two-step mechanochemical synthesis of arylsulfonyl 4H-pyrans
    Jiang, Ling
    Lu, Qingqing
    Huang, Qianqian
    Cheng, Yue
    Chu, Xiaohe
    JOURNAL OF SULFUR CHEMISTRY, 2022, 43 (03) : 304 - 313
12345