Iodine(III)-Mediated C-C Bond Coupling to Construct Spirocyclic Indolenines of Various Ring Sizes
Yanren Zhu1, Shaoxiong Yang1, Enfan Pu1
1School of Pharmacy, Key Laboratory of Medicinal Chemistry for Natural Resource, Ministry of Education, Yunnan Provincial Center for Research & Development of Natural Products, School of Chemical Science and Technology, Yunnan University, Kunming 650500, P. R. China.
Abstract:
Herein, we report a novel iodine(III)-mediated intramolecular dearomative spirocyclization of indole derivatives to generate highly strained spirocyclobutyl, spirocyclopentyl, and spirocyclohexyl indolenines in moderate to good yields. A set of structurally novel, densely functionalized spiroindolenines with broad functional group compatibility was efficiently constructed in this way under mild reaction conditions. Moreover, the β-enamine ester as a versatile functional group in the product provides great convenience for the synthesis of bioactive compounds and related natural products.
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