N-氯代丁二酰亚胺促进下萘醌并呋喃衍生物的高效合成

N-Chloro-succinimide-Promoted Efficient Synthesis of Naphthofuran-4,9-dione Derivatives

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.

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.