A New Approach to the Synthesis of Bergapten  

作　　者：CAI Xiaoqing JI Dongxin LIU Jiageng HU Maolin JIN Zhimin 

机构地区：[1]College of Chemistry and Materials Engineering,Wenzhou University,Wenzhou,325035,P.R.China [2]College of Pharmaceutical Sciences,Zhejiang University of Technology,Hangzhou,310014,P.R.China [3]Department of Chemistry,Zhejiang University,Hangzhou,310027,P.R.China

出　　处：《Chemical Research in Chinese Universities》2022年第6期1492-1496,共5页高等学校化学研究（英文版）

基　　金：supported by the Project of Department of Science and Technology of Zhejiang Province, China (No.2021C04021).

摘　　要：In this study, bergapten was synthesized in a yield of 55% from phloroglucinol as starting material, via a novel approach including monomethylation, Hoesch reaction, acetylation, deacetoxylation, Pechmann condensation and 2,3-dichloro-5,6-dicyano-1,4-benzoquinone(DDQ) dehydrogenation. With the adoption of the acetylation of enol tautomer, the deacetoxylation and the DDQ dehydrogenation, the novel approach differs greatly from the processes reported previously, though the starting material was the same or similar to those used on previous synthetic processes. The newly adopted reaction underwent easily, affording all reactions in high yields, especially acetylation and deacetoxylation and DDQ dehydrogenation in almost quantitative yields, ensuring a final yield higher than those previously reported.

关 键 词：BERGAPTEN Enol tautomerism Acetylation Deacetoxylation 2 3-Dichloro-5 6-dicyano-1 4-benzoquinone (DDQ)dehydrogenation 

分 类 号：O62[理学—有机化学]