Visible Light-induced regioselective bifunctionalization of α-olefin; Development of one-pot photo-synthesis of C3-substituted dihydrobenzofurans

24 November 2022, Version 3
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

A method for the catalytic regioselective synthesis of C3-substituted dihydrobenzofurans (DHBs) via [2+2] photocycloaddition of alkene and p-benzoquinone is developed. This method realizes the rapid synthesis of DHBs with readily available substrates and simple reaction conditions by using Lewis acid B(C6F5)3 and Lewis base P(o-tol)3 as a catalyst in combination with the classical Paternò–Büchi reaction. This reaction is of interest in terms of bifunctionalization by formal [2+3] cycloaddition of olefins and applies to a wide range of a-olefins.

Keywords

Photo reaction
Lewis acid-base pair
2+2 reaction
Paterno Buchi reaction
dihydrobenzofuran

Supplementary materials

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Title
Visible Light-induced regioselective bifunctionalization of α-olefin; Development of one-pot photo-synthesis of C3-substituted dihydrobenzofurans
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Supporting Information for the manuscript.
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