Department of Chemistry , Tunghai University , No. 1727, Sec. 4, Taiwan Boulevard , Xitun District, Taichung 40704 , Taiwan.
J Org Chem. 2019 Mar 15;84(6):3662-3670. doi: 10.1021/acs.joc.8b03259. Epub 2019 Mar 4.
A series of pyrrolo[2,1- a]isoquinoline and coumarin-fused pentacyclic derivatives were synthesized via base-mediated divergent annulation of 4-chloro-3-formylcoumarin and tetrahydroisoquinoline as a key step. This method was then extended to the preparation of isolamellarins A and B (isolamellarin G trimethyl ether). When exposed to UV light, the pyrrolo[2,1- a]isoquinoline- and coumarin-fused pentacycles B were found to undergo aerobic oxidation to give the corresponding hydroxypyrrolones.
通过 4-氯-3-甲酰基香豆素和四氢异喹啉作为关键步骤的碱介导发散环化反应,合成了一系列吡咯并[2,1-a]异喹啉和香豆素稠合的五环衍生物。然后,该方法被扩展到异拉米林 A 和 B(异拉米林 G 三甲醚)的制备中。当暴露于紫外光下时,吡咯并[2,1-a]异喹啉-和香豆素稠合的五圆环 B 被发现经历有氧氧化生成相应的羟基吡咯酮。