Department of Chemistry, Columbia University , New York, New York 10027, United States.
Org Lett. 2017 Aug 18;19(16):4227-4230. doi: 10.1021/acs.orglett.7b01867. Epub 2017 Aug 3.
Protocols for the synthesis of diverse pentacarboxycyclopentadienes are described. Starting from readily available pentacarbomethoxycyclopentadiene, transesterification offers single-step access to aliphatic ester derivatives, while treatment with amines produces mono- or diamides. For less nucleophilic alcohols, an alternative procedure involving the in situ generation and esterification of a putative cyclopentadiene pentaacid chloride has been developed.
描述了合成各种五羧基环戊二烯的方案。从易得的五甲氧基环戊二烯开始,通过酯交换可一步得到脂肪族酯衍生物,而与胺反应则生成单酰胺或二酰胺。对于亲核性较弱的醇,开发了一种替代方法,包括潜在的环戊二烯五氯甲酸酯的原位生成和酯化。