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Simple, catalytic C(sp)-H azidation using the C-H donor as the limiting reagent. | LitMetric

Simple, catalytic C(sp)-H azidation using the C-H donor as the limiting reagent.

Chem Commun (Camb)

Department of Chemistry, Rice University, 6500 Main St, Houston, TX, USA.

Published: March 2024

AI Article Synopsis

Article Abstract

C-N bonds play a critical role in pharmaceutical, agrochemical, and materials sciences, necessitating ever-better methods to forge this linkage. Here we report a simple procedure for direct C(sp)-H azidation using iron or manganese catalysis and a nucleophilic azide source. All reagents are commercially available, the experimental procedure is simple, and we can use the C-H donor substrate as the limiting reagent, a challenge for many C-H azidation methods. Preliminary experiments are consistent with a hydrogen atom transfer (HAT)/radical ligand transfer (RLT) radical cascade mechanism and a wide variety of substrates can be azidated in moderate to high yields.

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Source
http://dx.doi.org/10.1039/d3cc04728hDOI Listing

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