Photo-redox Catalyzed C-S and C-C Bond Forming Cascade Cy-clization/Dearomatization of Biaryls: Sustainable Route to Func-tionalized Spirocyclohexa[5.5] and [4.5]trienones

17 January 2023, Version 1
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

An efficient approach towards photo-oxidative cascade cyclization reaction between biaryls and AgSCF3 or ArSSAr or Ar-SO2H or ArCOCO2H is reported to obtain structurally diverse SCF3 or SAr or SO2Ar or COAr containing spirotrienone using 0.1 mol% RFTA as a photocatalyst under visible light irradiation. Single-crystal X-ray diffraction analysis was performed to confirm the final product. A series of control experiments, UV and fluorescence quenching study, radical inhibition experi-ments were performed to establish the reaction mechanism.

Keywords

: Photo-redox catalysis
Dearomatization
Trifluoromethylthiolation
Sulfonylation
Thiolation
Carbonylation

Supplementary materials

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Supporting Information
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Supporting Information Photo-redox Catalyzed C-S and C-C Bond Forming Cascade Cyclization/Dearomatization of Biaryls: Sustainable Route to Functionalized Spirocyclohexa[5.5] and [4.5]trienones
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