Issue 19, 2021

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

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

Supplementary files

Article information

Article type
Research Article
Submitted
23 Jul 2021
Accepted
29 Jul 2021
First published
29 Jul 2021

Org. Chem. Front., 2021,8, 5345-5351

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

R. Ye, H. Ruan, H. Xu, Z. Li, L. Meng and L. Wang, Org. Chem. Front., 2021, 8, 5345 DOI: 10.1039/D1QO01082D

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