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

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

RSC Adv. 2020 May 13;10(31):18231-18244. doi: 10.1039/d0ra01962c. eCollection 2020 May 10.

Authors

Meng-Yang Chang¹, Kai-Xiang Lai¹, Yu-Lun Chang¹

Affiliation

¹ Department of Medicinal and Applied Chemistry, Kaohsiung Medical University Hospital, Kaohsiung Medical University Kaohsiung 80708 Taiwan 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.