用于合成各种育亨宾和考尼丁生物碱类似物的多组分组装工艺。
Multicomponent assembly processes for the synthesis of diverse yohimbine and corynanthe alkaloid analogues.
机构信息
Department of Chemistry and Biochemistry, The Texas Institute for Drug and Diagnostic Development, The University of Texas at Austin , Austin, Texas 78712, United States.
出版信息
ACS Comb Sci. 2013 Jul 8;15(7):379-86. doi: 10.1021/co400055b. Epub 2013 Jun 4.
Abstract
A strategy involving a Mannich-type multicomponent assembly process followed by a 1,3-dipolar cycloaddition has been developed for the rapid and efficient construction of parent heterocyclic scaffolds bearing indole and isoxazolidine rings. These key intermediates were then readily elaborated using well-established protocols for refunctionalization and cross-coupling to access a diverse 180-member library of novel pentacyclic and tetracyclic compounds related to the Yohimbine and Corynanthe alkaloids. Several other new multicomponent assembly processes were developed to access dihydro-β-carboline-fused benzodiazepines, pyrimidinediones, and rutaecarpine derivatives.
摘要
一种涉及 Mannich 型多组分组装过程，随后进行 1,3-偶极环加成的策略已被开发用于快速有效地构建带有吲哚和异噁唑烷环的母体杂环支架。然后，使用成熟的官能团化和交叉偶联反应方案来轻松地对这些关键中间体进行修饰，以获得与育亨宾和 Corynanthe 生物碱相关的 180 个新型五元和四元化合物的多样文库。还开发了其他几种新的多组分组装过程来获得二氢-β-咔啉稠合的苯并二氮杂卓、嘧啶二酮和 Rutaecarpine 衍生物。
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