Iodine(III)-Mediated C-C Bond Coupling to Construct Spirocyclic Indolenines of Various Ring Sizes

By: Zhu, Yanren; Yang, Shaoxiong; Pu, Enfan; Li, Li; Ye, Silei; Wei, Longsheng; Ma, Guolan; Zhang, Yushun; Zhang, Hongbin*; Chen, Jingbo*

Organic Letters

DOI：https://doi.org/10.1021/acs.orglett.3c01106

Published：2023-May-08

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 beta-enamine ester as a versatile functional group in the product provides great convenience for the synthesis of bioactive compounds and related natural products.

全文链接：https://pubs.acs.org/doi/10.1021/acs.orglett.3c01106