13712-78-2Relevant articles and documents
I2-induced cascade cyclization and dearomatization of indoles for the highly efficient synthesis of iodinated and vinylic spiroindolenines
Li, Yazhou,Liang, Xuewu,Liu, Hong,Liu, Qi,Liu, Xuyi,Wei, Xiaohui,Zhou, Yu
supporting information, p. 9165 - 9171 (2021/11/23)
The spiroindolenine framework is a privileged heterocyclic motif and is widely present in numerous indole alkaloids. Herein, we develop a metal-free and environmentally friendly approach for the intramolecular cascade cyclization and dearomatization of indole derivatives to selectively afford iodinated and vinylic spiroindolenines by a substrate-controlled strategy. Simple operation, mild conditions, and high yield make this strategy a green and attractive pathway to construct functionalizable spiroindolenine scaffolds, which could be converted into diverse useful spiroindolenine derivatives.
Rhodium-Catalyzed Diastereo- And Enantioselective Tandem Spirocyclization/Reduction of 3-Allenylindoles: Access to Functionalized Vinylic Spiroindolines
Grugel, Christian P.,Breit, Bernhard
supporting information, p. 9672 - 9676 (2019/12/24)
A highly selective rhodium-catalyzed tandem spirocyclization/reduction of 3-allenylindoles is reported. By employing a Hantzsch ester as reductant, vinylic spiroindolines are obtained in excellent yields as well as diastereo- and enantioselectivity. In addition, the reaction's synthetic utility is highlighted by broad functional group compatibility and exemplified by a gram scale reaction with subsequent assorted transformations.