Access to Carbonyl Azides via Iodine(III)-Mediated Cross-Coupling.

Org Lett

School of Chemistry and Materials Science, Jiangsu Key Laboratory of Green Synthesis for Functional Materials, Jiangsu Normal University, Xuzhou, Jiangsu 221116, China.

Published: November 2024

Herein, we present a prominent metal-free C-N cross-coupling platform that enables access to carbamoyl- and ketoazides from isocyanides or silyl enol ethers and trimethylsilyl azide (TMSN) with an aid of iodine(III) promoter. This offers a rapid route to a diverse set of synthetically valuable azide decorated fragments with excellent substrate scope and good to excellent yields. The disclosed platform exemplifies the use of TMSN for incorporation of the azide fragment without the loss of N.

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http://www.ncbi.nlm.nih.gov/pmc/articles/PMC11536401PMC
http://dx.doi.org/10.1021/acs.orglett.4c03212DOI Listing

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