Access to Carbonyl\nAzides via Iodine(III)-Mediated\nCross-Coupling

Herein, we present\na prominent metal-free C–N\ncross-coupling\nplatform that enables access to carbamoyl- and ketoazides from isocyanides\nor silyl enol ethers and trimethylsilyl azide (TMSN<sub>3</sub>) with\nan aid of iodine(III) promoter. This offers a rapid route to a diverse\nset of synthetically valuable azide decorated fragments with excellent\nsubstrate scope and good to excellent yields. The disclosed platform\nexemplifies the use of TMSN<sub>3</sub> for incorporation of the azide\nfragment without the loss of N<sub>2</sub>.

Publication Details

Journal
Figshare
Published
2024-10-17
DOI
https://doi.org/10.1021/acs.orglett.4c03212.s001
Primary Topic
Mycorrhizal Fungi and Plant Interactions
Type
article
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article

Access to Carbonyl\nAzides via Iodine(III)-Mediated\nCross-Coupling

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Mycorrhizal Fungi and Plant Interactions
article

Access to Carbonyl\nAzides via Iodine(III)-Mediated\nCross-Coupling

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Abstract

Herein, we present\na prominent metal-free C–N\ncross-coupling\nplatform that enables access to carbamoyl- and ketoazides from isocyanides\nor silyl enol ethers and trimethylsilyl azide (TMSN<sub>3</sub>) with\nan aid of iodine(III) promoter. This offers a rapid route to a diverse\nset of synthetically valuable azide decorated fragments with excellent\nsubstrate scope and good to excellent yields. The disclosed platform\nexemplifies the use of TMSN<sub>3</sub> for incorporation of the azide\nfragment without the loss of N<sub>2</sub>.

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Mycorrhizal Fungi and Plant Interactions
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Access to Carbonyl\nAzides via Iodine(III)-Mediated\nCross-Coupling · Figshare (2024) | TGRS Research Map | TGRS