Sc(OTf)3-Catalyzed Reaction of Bicyclo[1.1.0]butanes with Isatins toward Cyclobutene–Indolinone Scaffolds Bearing Contiguous Stereocenters

Herein, we report an Sc(OTf)3-catalyzed ring-opening addition reaction of 1,3-disubstituted bicyclo[1.1.0]butanes with substituted isatins. This reaction provides efficient access to functionalized cyclobutene derivatives bearing two contiguous chiral centers under mild conditions. The protocol exhibits a broad substrate scope, good functional group tolerance, good to excellent yields (up to 84%), and moderate to good diastereoselectivity (up to 12:1 dr).

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Publication Details

Journal
The Journal of Organic Chemistry
Published
2026-10-29
DOI
https://doi.org/10.1021/acs.joc.6c01198
Primary Topic
Asymmetric Synthesis and Catalysis
Type
article
Field-Weighted Citation Impact
0.00

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article

Sc(OTf)3-Catalyzed Reaction of Bicyclo[1.1.0]butanes with Isatins toward Cyclobutene–Indolinone Scaffolds Bearing Contiguous Stereocenters

Abulikemu Abudu Rexit, Mostafa Sayed, Ji-feng BAI, Pu‐Sheng Wang et al.
5 links
The Journal of Organic Chemistry
Asymmetric Synthesis and Catalysis
article

Sc(OTf)3-Catalyzed Reaction of Bicyclo[1.1.0]butanes with Isatins toward Cyclobutene–Indolinone Scaffolds Bearing Contiguous Stereocenters

Abulikemu Abudu Rexit, Mostafa Sayed, Ji-feng BAI, Pu‐Sheng Wang, Shi-Wei Luo
article en

Abstract

Herein, we report an Sc(OTf)3-catalyzed ring-opening addition reaction of 1,3-disubstituted bicyclo[1.1.0]butanes with substituted isatins. This reaction provides efficient access to functionalized cyclobutene derivatives bearing two contiguous chiral centers under mild conditions. The protocol exhibits a broad substrate scope, good functional group tolerance, good to excellent yields (up to 84%), and moderate to good diastereoselectivity (up to 12:1 dr).

The Journal of Organic Chemistry
University of Science and Technology of China (CN), Xinjiang Normal University (CN), New Valley University (EG)
National Natural Science Foundation of China
Openalex Percentile: Top 26%
Asymmetric Synthesis and Catalysis
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