摘要
本文报道了9个噁二唑类化合物的制备。研究了6个噁唑和噁二唑类化合物与丁炔二酸二甲酯的Diels-Alder反应,其中4个获得了目标产物2-芳基呋喃-3,4-二羧酸二甲酯。
Dimethyl 2-arylfurane-3, 4-dicarboxylates (3) were selected as the key intermediates of a synthetic route of sesamin-group lignans designed by us. The Diels-Alder and reverse Diels-Alder reactions between 4, 5-diaryloxazoles (2) and dimethyl acetylene-dicarboxylate and also between 2-aryl-l, 3, 4-oxadiazoles (1) and dimethyl acetylene-dicarboxylate were therefore investigated. The results obtained and the reaction conditions taken on trial were summarized in Tables 2, 3 and 4.A study on the preparation of 4, 5-diaryloxazoles (2) was reported in the 2nd paper of this research series. And the 2-aryl-l, 3, 4-oxadiazoles (1) were prepared by a two-step process.The benzohydrazide (6) was prepared by the reaction of ethyl benzoates with hydrazine, and then nine 2-aryl-l, 3, 4-oxadiazoles (Ja-i) were obtained by the reaction of 6a-i with triethyl orthoformate. Three of the oxazoles (2a-c) and three of the oxadiazoles (1a-c) were subjected to the Diels-Alder reaction with dimethyl acetylene-dicarboxylate for the preparation of the desired intermediate dimethyl 2-arylfurane-3, 4-dicarboxylates (3), in which only the reactions of 2a-c and 1a between dimethyl acetylene-dicarboxylate were proceeded and the products (3) produced.
出处
《北京大学学报（自然科学版）》
CAS
CSCD
北大核心
1993年第2期129-134,共6页
Acta Scientiarum Naturalium Universitatis Pekinensis
基金
国家自然科学基金
北京市科学技术委员会资助项目
关键词
恶唑
恶二唑
木脂素
芝麻素型
Oxazole
Oxadiazole
Furane-3, 4-dicarboxylic acid
Diels-Alder Reaction
