Multicomponent Synthesis of Functionalized Tetrahydroacridinones: Insights into a Mechanistic Route

被引：21

作者：

Chung, Tsai-Wen ^{[1
]}

Narhe, Bharat D. ^{[1
]}

Lin, Chun-Cheng ^{[3
]}

Sun, Chung-Ming ^{[1
,2
]}

机构：

[1] Natl Chiao Tung Univ, Dept Appl Chem, Hsinchu 30010, Taiwan

[2] Kaohsiung Med Univ, Dept Med & Appl Chem, Kaohsiung 80708, Taiwan

[3] Natl Tsing Hua Univ, Dept Chem, Hsinchu 300, Taiwan

来源：

ORGANIC LETTERS | 2015年 / 17卷 / 21期

关键词：

ONE-POT SYNTHESIS; SOLVENT-FREE; 3-COMPONENT REACTION; REGIOSELECTIVE SYNTHESIS; RING-SYSTEMS; DERIVATIVES; CATALYST; CYCLOADDITIONS; INHIBITORS; CHEMISTRY;

D O I：

10.1021/acs.orglett.5b02705

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A mechanistic study of three-component reactions of various aromatic amines with a number of aldehydes and 1,3-diones was achieved. The unprecedented reaction involved a nucleophilic attack of an aromatic amine on the in situ generated Michael adduct intermediate followed by six-electron ring cyclizations. It is contrary to the common belief that advocates involvement of coupling reactions between a Knoevenagel adduct and an aromatic amine to deliver substituted tetrahydroacridinones.

引用

页码：5368 / 5371

页数：4

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