Synthesis of Indolylquinolines, Indolylacridines, and Indolylcyclopenta[b]quinolines from the Baylis鈥揌illman Adducts: An in Situ [1,3]-Sigmatropic Rearrangement of an Indole Nucleus To Access I
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- 作者：Chintakunta Ramesh ; Po-Min Lei ; Donala Janreddy ; Veerababurao Kavala ; Chun-Wei Kuo ; Ching-Fa Yao
- 刊名：The Journal of Organic Chemistry
- 出版年：2012
- 出版时间：October 5, 2012
- 年：2012
- 卷：77
- 期：19
- 页码：8451-8464
- 全文大小：771K
- 年卷期：v.77,no.19(October 5, 2012)
- ISSN：1520-6904
文摘
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鈥揌illman adducts with indoles, is described. An unusual in situ [1,3]-sigmatropic rearrangement of the indole nucleus was observed during the reductive cyclicization of 伪-regioselective B鈥揌 adducts containing indoles to produce indolylacridines and indolylcyclopenta[b]quinoline derivatives.