Organic & Medicinal Chemistry Division, CSIR-Indian Institute of Chemical Biology, 4 Raja S. C. Mullick Road, Kolkata 700032, India.
J Org Chem. 2021 Mar 5;86(5):3810-3825. doi: 10.1021/acs.joc.0c02651. Epub 2021 Feb 16.
A general synthesis of 1-vinyltetrahydro--carbolines (THBCs) has been achieved via palladium(0)-catalyzed cyclocondensation between allenyltryptamines and aryl iodides. Aza-spiroindolenines could also be accessed from the -unsubstituted indole substrates by simply tweaking the reaction conditions. DDQ-mediated oxidation of THBCs easily afforded -carbolines, which could be synthetically transformed into 1-aroyl--carbolines of pharmacological interest. Formal total syntheses of and have also been achieved.
通过钯(0)催化的烯丙基色胺和芳基碘之间的环缩合反应，实现了 1-乙烯基四氢--咔啉(THBCs)的一般合成。通过简单调整反应条件，也可以从未取代的吲哚底物中获得氮杂螺吲哚啉。DDQ 介导的 THBCs 氧化容易得到 -咔啉，它可以被合成转化为具有药理意义的 1-芳酰基--咔啉。[药物名称]和[药物名称]的正式全合成也已完成。
