AgSbF6-Promoted Divergent Synthesis of Highly Substituted Indene Derivatives from Methylenecyclopropane and Aroyl Chlorides

Abstract When 2,2-diphenylmethylenecyclopropane was reacted with aroyl chlorides in 1,2-dichloroethane (DCE) at 35 °C in the presence of AgSbF6, indene derivatives were obtained through a cascade process involving cyclopropane ring-opening and five-membered-ring formation. Electron-rich and moderately electron-deficient aroyl chlorides afforded 2,3-disubstituted 1H-indene derivatives, whereas strongly electron-deficient or sterically demanding aroyl chlorides selectively furnished 2,3,6-trisubstituted 1H-indene derivatives. This AgSbF6-promoted divergent reaction provides efficient and selective access to highly substituted indene derivatives.

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Publication Details

Journal
Chemistry Letters
Published
2026-07-22
DOI
https://doi.org/10.1093/chemle/upag148
Primary Topic
Catalytic Alkyne Reactions
Type
article
Field-Weighted Citation Impact
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article

AgSbF6-Promoted Divergent Synthesis of Highly Substituted Indene Derivatives from Methylenecyclopropane and Aroyl Chlorides

Yasushi Nishihara, Yasuyuki Ura, X D Wang, Junwen Ye et al.
Chemistry Letters
Catalytic Alkyne Reactions
article

AgSbF6-Promoted Divergent Synthesis of Highly Substituted Indene Derivatives from Methylenecyclopropane and Aroyl Chlorides

Yasushi Nishihara, Yasuyuki Ura, X D Wang, Junwen Ye, Yun Wang
article en

Abstract

Abstract When 2,2-diphenylmethylenecyclopropane was reacted with aroyl chlorides in 1,2-dichloroethane (DCE) at 35 °C in the presence of AgSbF6, indene derivatives were obtained through a cascade process involving cyclopropane ring-opening and five-membered-ring formation. Electron-rich and moderately electron-deficient aroyl chlorides afforded 2,3-disubstituted 1H-indene derivatives, whereas strongly electron-deficient or sterically demanding aroyl chlorides selectively furnished 2,3,6-trisubstituted 1H-indene derivatives. This AgSbF6-promoted divergent reaction provides efficient and selective access to highly substituted indene derivatives.

Chemistry Letters
Okayama University (JP), Nara Women's University (JP)
Openalex Percentile: Top 16%
Catalytic Alkyne Reactions
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