A Continuous-Flow Protocol for the Synthesis of Alkenyl Thioethers Based on the Photochemical Activation of Halogen-Bonding Complexes

Author:

Plaza ManuelORCID,Piedra Helena F.ORCID,Valdés CarlosORCID

Abstract

AbstractWe report a useful flow protocol for the preparation of alkenyl thioethers from alkenyl bromides and thiols in basic media with visible-light irradiation. The reactions exhibit a wide functional-group tolerance, proceed under mild conditions, are stereoselective, and do not require the use of catalysts. The transformations can be successfully scaled up to 5 mmol scale without compromising the yield. The key to the success of these reactions is the photochemical excitation of halogen-bonding complexes to form alkenyl and sulfur-centered radicals, a protocol recently developed in our laboratories.

Funder

Universidad de Oviedo

Ministerio de Ciencia e Innovación

Fundación para el Fomento en Asturias de la Investigación Científica Aplicada y la Tecnología

Agencia Estatal de Investigación

Publisher

Georg Thieme Verlag KG

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