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N-氯代丁二酰亚胺促进下萘醌并呋喃衍生物的高效合成

本站小编 Free考研考试/2022-02-14

摘要/Abstract



萘醌并呋喃类化合物具有广谱的生理和药理活性,为该类化合物提供绿色高效的合成方法具有重要意义.报道了2-氨基-3-氰基萘醌并吡喃以及2-氨基-3-甲酸乙酯基香豆素并吡喃衍生物和醇的串联反应,在N-氯代丁二酰亚胺(NCS)促进下,于室温条件下反应30 min,以48%~97%的产率得到目标产物.反应经过开环、再环化过程,生成了两类结构新颖的稠合呋喃类化合物.
关键词: 萘醌并呋喃, N-氯代丁二酰亚胺, 串联反应, 杂环
Naphthofuran-4,9-dione derivatives exhibit a broad spectrum of biological and medicinal activities. The development of green and efficient methods for the synthesis of these heterocyclic compounds is of great importance. In this paper, the N-chloro-succinimide (NCS)-promoted reaction of 2-amino-benzo[g]chromene-3-carbonitriles or ethyl 2-amino-pyrano[3,2-c]-chromene-3-carboxylates with alcohols lead to the naphthofuran-4,9-dione or diethyl furo[3,2-c]chromene-2,2-dicarboxylate was reported. All reactions were completed in 30 min under room temperature, and two types of novel fused furan derivatives were obtained in 48%~97% yields under tandem ring-opening/cyclization processes.
Key words: naphthofuran-4,9-dione, NCS, domino reaction, heterocyclic


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