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Balancing Reactivity, Regioselectivity, and Product Stability in Ir-Catalyzed Ortho-C-H Borylations of Anilines by Modulating the Diboron Partner. | LitMetric

AI Article Synopsis

Article Abstract

Ir-catalyzed arene C-H borylations (CHB) of anilines can be highly ortho selective by using a small Beg (eg = ethane-1,2-diol) as the borylating reagent. Unfortunately, the products are prone to decomposition, and transesterification with pinacol is required prior to isolation. This work offers a solution by adjusting the size of the diboron reagent. Based on our evaluation, we conclude that Bbg (bg = butane-1,2-diol) achieves an optimal balance between CHB regioselectivity and stability for the borylated products.

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Source
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC11232100PMC
http://dx.doi.org/10.1021/acs.orglett.4c01495DOI Listing

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