Synthesis of β-Hydroxysulfones from Sulfonyl Chlorides and Alkenes Utilizing Visible Light Photocatalytic Sequences

Santosh K. Pagire, Suva Paria and Oliver Reiser*

*Institut für Organische Chemie, Universität Regensburg, Universitätsstrasse 31, 93053 Regensburg, Germany, Email: oliver.reiserchemie.uni-regensburg.de

S. K. Pagire, S. Paria, O. Reiser, Org. Lett., 2016, 18, 2106-2109.

DOI: 10.1021/acs.orglett.6b00734

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Abstract

The photoredox catalyst fac[Ir(ppy)₃] enables the synthesis of β-hydroxysulfones from sulfonyl chlorides and styrenes in the presence of water by a visible light mediated atom transfer radical addition (ATRA)-like process. This process could be combined with the visible light mediated synthesis of trifluoromethylated sulfonyl chlorides via an ATRA reaction between alkenes and CF₃SO₂Cl utilizing [Cu(dap)₂Cl] as photoredox catalyst.

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proposed mechanism

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Key Words

alkyl sulfones

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ID: J54-Y2016