Synthesis of indolylquinolines, indolylacridines, and indolylcyclopenta[b]quinolines from the Baylis-Hillman adducts: an in situ [1,3]-sigmatropic rearrangement of an indole nucleus to access indolylacridines and indolylcyclopenta[b]quinolines

Autor: Po Min Lei, Veerababurao Kavala, Ching Fa Yao, Chintakunta Ramesh, Donala Janreddy, Chun Wei Kuo
Rok vydání: 2012
Předmět:
Zdroj: The Journal of organic chemistry. 77(19)
ISSN: 1520-6904
Popis: A simple and easy route to the synthesis of a variety of structurally diverse indolylquinolines, indolylacridines, and indolylcyclopenta[b]quinoline derivatives via the reductive cyclization of C-alkylated indole derivatives, derived from acyclic as well as cyclic Baylis-Hillman adducts with indoles, is described. An unusual in situ [1,3]-sigmatropic rearrangement of the indole nucleus was observed during the reductive cyclicization of α-regioselective B-H adducts containing indoles to produce indolylacridines and indolylcyclopenta[b]quinoline derivatives.
Databáze: OpenAIRE