Regiodivergent Synthesis of 11H‐Indolo[3,2‐c]quinolines and Neocryptolepine from a Common Starting Material

Abstract 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 Pd 0 ‐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.