Microwave assisted synthesis of indole-annulated dihydropyrano[3,4-c] chromene derivatives via hetero-Diels-Alder reaction

被引:30
作者
Jha, Mukund [1 ]
Guy, Stephanie [1 ]
Chou, Ting-Yi [1 ]
机构
[1] Nipissing Univ, Dept Biol & Chem, N Bay, ON P1B 8L7, Canada
基金
加拿大自然科学与工程研究理事会;
关键词
Indole; Indolin-2-one; Dihydropyran; Chromene; Benzopyran; Hetero-Diels-Alder; Knoevenagel reaction; COMBINATORIAL LIBRARIES; PRIVILEGED STRUCTURES; TERMINAL ACETYLENES; EFFICIENT SYNTHESIS; NATURAL-PRODUCTS; AQUEOUS-MEDIA;
D O I
10.1016/j.tetlet.2011.06.052
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An efficient two-step synthesis of indole-annulated dihydropyrano[3,4-c]chromene derivatives is achieved via Knoevenagel condensation of O-propargylated salicylaldehyde derivatives with indolin-2-ones followed by a microwave-assisted intramolecular-hetero-Diels-Alder reaction of the resulting (Z)-3-(2-(prop-2-ynyloxy)benzylidene)indolin-2-ones in the presence of 20 mol % Cul in acetonitrile. (C) 2011 Elsevier Ltd. All rights reserved.
引用
收藏
页码:4337 / 4341
页数:5
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