Bi-Catalyzed [3 + 2] Cycloaddition of C2-Spirocyclopropyl-indolin-3-ones with Carbonyls: Access to Spiro[furan-3,2′-indolin]-3′-ones

Ming-Liang Rao; Mao Zhang; Jia-Hao He; Yi Chen; Pan Hu; Chong Zhao; Meng Zhou; Yuanyong Yang; Bin He; Yong-Long Zhao

doi:10.1021/acs.orglett.5c05412

Bi-Catalyzed [3 + 2] Cycloaddition of C2-Spirocyclopropyl-indolin-3-ones with Carbonyls: Access to Spiro[furan-3,2′-indolin]-3′-ones

Organic Letters 2026

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Authors: Ming-Liang Rao, Mao Zhang, Jia-Hao He, Yi Chen, Pan Hu, Chong Zhao, Meng Zhou, Yuanyong Yang, Bin He, Yong-Long Zhao

DOI: 10.1021/acs.orglett.5c05412

Cited by: 1

References: 45

Abstract

Herein, the first Bi-catalyzed [3 + 2] cycloaddition of C2-spirocyclopropyl-indolin-3-ones and carbonyl compounds has been developed under mild conditions, enabling efficient and diastereoselective access to multisubstituted spiro[furan-3,2′-indolin]-3′-ones (73 examples, up to 91% yield, >20:1 dr). This transformation employs C2-spirocyclopropyl-indolin-3-ones as C3 synthons and exhibits broad substrate tolerance, accommodating various aromatic aldehydes, α, β- unsaturated aldehydes, aliphatic aldehydes, and even challenging ketones.

Fields of Study & Subjects

Catalytic C–H Functionalization Methods Oxidative Organic Chemistry Reactions Synthesis and Reactivity of Heterocycles

Publication details

Journal / source: Organic Letters
Publisher: American Chemical Society (ACS)
Volume: 28
Issue: 7
Pages: 2331–2337
Publication date: 10 February 2026
Language: EN

References 45