Regiodivergent Synthesis of 11H-Indolo[3,2-c]quinolines and Neocryptolepine from a Common Starting Material
Peer reviewed, Journal article
Published version
Permanent lenke
https://hdl.handle.net/11250/3127309Utgivelsesdato
2023Metadata
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Originalversjon
Håheim, K. S., Lund, B. A., & Sydnes, M. O. (2023). Regiodivergent Synthesis of 11H‐Indolo [3, 2‐c] quinolines and Neocryptolepine from a Common Starting Material. European Journal of Organic Chemistry, 26(13), e202300137. 10.1002/ejoc.202300137Sammendrag
A large number of diversely functionalized analogs of the bioactive natural products neocryptolepine and isocryptolepine have been prepared from a series of 3-bromoquinoline derivatives. The neocryptolepines were obtained by a Pd0-catalyzed C−C bond coupling followed by C−N bond formation in yields up to 80 %, whereas the indoloquinolines were prepared by a Suzuki-Miyaura cross-coupling followed by azidation-photochemical cyclization in yields ranging from traces to 95 % yield.