Abstract

A novel 3-chloro-3-(4,9-dimethoxy-5-oxo-5H-furo[3,2-g]chromen-6-yl)prop-2-enal was synthesized from 6-acetyl-4,9-dimethoxy-5H-furo[3,2-g]chromen-5-one by the Vilsmeier–Haack reaction, and its chemical reactivity toward some mono- and di-nitrogen nucleophiles was investigated. The reactions of the synthesized enal with primary amines, specifically benzylamine and p-toluidine, gave novel enamines or enaminones, depending on the molar ratio of the reagents, and its reactions with 1,2- and 1,3-dinucleophiles produced some novel benzofuran derivatives bearing bipyrazole, pyrazolylisoxazole, and bipyrimidine substituents in the C⁶ position. The structures of the newly synthesized compounds waere elucidated on the basis of their analytical and spectral data.

中文翻译：

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新型3-氯-3-（4,9-二甲氧基5-氧代-5 H-呋喃并[3,2-g]铬6-基）丙-2-烯的亲核反应性

摘要

由6-乙酰基-4合成了一种新型的3-氯-3-（4,9-二甲氧基-5-氧代-5 H-呋喃[3,2 - g ]铬基-6-基）丙-2-烯醛，通过Vilsmeier-Haack反应，合成了9-二甲氧基-5 H-呋喃并[3,2- g ] chromen-5-one及其对某些单氮和二氮亲核试剂的化学反应性。取决于试剂的摩尔比，合成的烯醛与伯胺，特别是苄胺和对甲苯胺的反应产生了新的烯胺或烯胺酮，其与1,2-和1,3-二亲核试剂的反应产生了一些新颖的苯并呋喃C ^6中带有联吡唑，吡唑基恶唑和联嘧啶取代基的衍生物位置。根据它们的分析和光谱数据阐明了新合成的化合物的结构。