B₂Pin₂-enabled reductive thioesterification of aryl triflates with thiocarbonates.

Authors

Houguang Shi, Fan Wu, Wei Zhu, Hong C Shen, Shaojie Xu, Xiaotai Wang, Hegui Gong

Published in

Chemical communications (Cambridge, England). Sep 30, 2025. Epub Sep 30, 2025.

Abstract

In this work, we demonstrate a B₂Pin₂-mediated reductive coupling of aryl triflates with thiocarbonates for aryl thioester synthesis. This method surpasses previous Zn-based protocols, especially for pyridyl and sterically hindered 2,6-disubstituted arenes, likely due to distinct reduction pathways. Its utility is demonstrated in the thioesterification of pharmaceuticals (apixaban, ezetimibe, ethinyl estradiol derivatives) under mild conditions. Furthermore, this work lays the foundation for B₂Pin₂-driven reductive C(sp²)-C(sp²) couplings using earth-abundant metals, offering a scalable alternative to traditional Zn/Mn reductants in industrial settings.

PMID:
41025701
Bibliographic data and abstract were imported from PubMed on 30 Sep 2025.

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