One-Pot DBU-Promoted Synthesis of Hydroacridinones and Spirohexahydropyrimidines
摘要:
The potential hydroacridinone synthesis using simple and inexpensive starting materials, namely 1,3-dicarbonyl compounds, anilines, formaldehyde and DBU as a stoichiometric base was explored. As a result, from the reaction of 1,3-cyclohexanedione and dimedone tetrahydroacridinones were the main reaction products along with small yields of their oxidation products, the dihydroacridinones, whereas in the case of 2-acetylcyclohexanone spirohexahydropyrimidines were isolated in very good yields. Plausible mechanistic schemes for the formation of all products are proposed.
Iron/acetic acid mediated intermolecular tandem C–C and C–N bond formation: an easy access to acridinone and quinoline derivatives
作者:R. R. Rajawinslin、Sachin D. Gawande、Veerababurao Kavala、Yi-Hsiang Huang、Chun-Wei Kuo、Ting-Shen Kuo、Mei-Ling Chen、Chiu-Hui He、Ching-Fa Yao
DOI:10.1039/c4ra06410k
日期:——
An efficient iron/acetic acid mediated one pot reductive cyclization protocol was successfully developed for the synthesis of acridinone and quinoline derivatives.