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

Author(s): Zheng-Jun Quan , Rong-Guo Ren , Yu-Xia Da , Zhang Zhang , Xi-Cun Wang .

Journal Name: Letters in Organic Chemistry

Volume 8 , Issue 3 , 2011

Become EABM
Become Reviewer

Abstract:

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.

Keywords: N3-(Acetoxymethyl)dihydropyrimidinones, N3-(benzoyloxymethyl)dihydropyrimidinones, 3,4-dihydropyrimidinones, Biginelli compounds, one-pot reaction, DHPM, N-alkylation, antihypertensives, adrenergic, cyclocondensation

Rights & PermissionsPrintExport Cite as

Article Details

VOLUME: 8
ISSUE: 3
Year: 2011
Page: [188 - 192]
Pages: 5
DOI: 10.2174/157017811795038458
Price: $58

Article Metrics

PDF: 3