In(OTf)3-catalyzed intramolecular hydroarylation of α-phenylallyl β-ketosulfones – synthesis of sulfonyl 1-benzosuberones and 1-tetralones

Meng-Yang Chang; Kai-Xiang Lai; Yu-Lun Chang

doi:10.1039/D0RA01962C

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In(OTf)₃-catalyzed intramolecular hydroarylation of α-phenylallyl β-ketosulfones – synthesis of sulfonyl 1-benzosuberones and 1-tetralones†

Meng-Yang Chang,

*^a Kai-Xiang Lai^a and Yu-Lun Chang^a

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* Corresponding authors

^a Department of Medicinal and Applied Chemistry, Kaohsiung Medical University Hospital, Kaohsiung Medical University, Kaohsiung 80708, Taiwan
E-mail: mychang@kmu.edu.tw

Abstract

In(OTf)₃-catalyzed intramolecular hydroarylation of α-phenylallyl β-ketosulfones provides sulfonyl 1-benzosuberones and 1-tetralones in moderate to good yields in refluxing (CH₂Cl)₂ under open-vessel and easy-operation reaction conditions. A plausible mechanism is proposed and discussed. This highly regioselective protocol provides an atom-economic ring-closure route.

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Article information

DOI: https://doi.org/10.1039/D0RA01962C
Article type: Paper
Submitted: 01 Mar 2020
Accepted: 05 May 2020
First published: 13 May 2020
This article is Open Access

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RSC Adv., 2020,10, 18231-18244

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In(OTf)₃-catalyzed intramolecular hydroarylation of α-phenylallyl β-ketosulfones – synthesis of sulfonyl 1-benzosuberones and 1-tetralones

M. Chang, K. Lai and Y. Chang, RSC Adv., 2020, 10, 18231 DOI: 10.1039/D0RA01962C

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