Amino-assisted synthesis of alkynylthioethers via a visible-light-induced C(sp)–SII coupling between bromoalkynes and 2,2′-diaminodiaryldisulfides?

Organic Chemistry Frontiers Pub Date: 2021-07-29 DOI: 10.1039/D1QO01082D

Abstract

A straightforward synthesis of alkynylthioethers via an amino-assisted and visible-light-promoted coupling reaction of bromoalkynes with 2,2′-diaminodiaryldisulfides has been developed. The reaction can be accomplished in the absence of transition metals, photocatalysts and additives, providing a wide variety of alkynylthioethers in good yields. While switching bromoalkynes to aliphatic ketones, a visible-light-induced cascade cyclization is established to afford dihydrobenzothiazoles using pyrylium salt as an effective photocatalyst.

Graphical abstract: Amino-assisted synthesis of alkynylthioethers via a visible-light-induced C(sp)–SII coupling between bromoalkynes and 2,2′-diaminodiaryldisulfides
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