Synthesis of <i>N</i>-Bromo and <i>N</i>-Iodo Imides: A Rapid Redox-Neutral and Bench Stable Process

This report presents a rapid, ecofriendly technique for the formation of commonly used <i>N</i>-bromo and <i>N</i>-iodinating reagents by reacting readily available <i>N</i>-chloro derivatives with inorganic bromide and iodide salts. All reagents were easily handled, commercially available, and bench stable. This strategy illustrates the expeditious formation of these halogenating reagents in multigram scale in high-yields and purity with an operationally straightforward recrystallization. The mechanistic details suggest an in situ generation of an interhalogen species.

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Publication Details

Journal
Organic Process Research & Development
Published
2024-10-11
DOI
https://doi.org/10.1021/acs.oprd.4c00194
Citations
2
Primary Topic
Vanadium and Halogenation Chemistry
Type
article
Field-Weighted Citation Impact
0.32

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article

Synthesis of N-Bromo and N-Iodo Imides: A Rapid Redox-Neutral and Bench Stable Process

Babak Borhan, Bardia Soltanzadeh, Arvind Jaganathan, Ankush Chakraborty et al.
2 citations
Organic Process Research & Development
Vanadium and Halogenation Chemistry
0.32
article

Synthesis of N-Bromo and N-Iodo Imides: A Rapid Redox-Neutral and Bench Stable Process

Babak Borhan, Bardia Soltanzadeh, Arvind Jaganathan, Ankush Chakraborty, Nicholas R. Wills
article en
2 citations

Abstract

This report presents a rapid, ecofriendly technique for the formation of commonly used <i>N</i>-bromo and <i>N</i>-iodinating reagents by reacting readily available <i>N</i>-chloro derivatives with inorganic bromide and iodide salts. All reagents were easily handled, commercially available, and bench stable. This strategy illustrates the expeditious formation of these halogenating reagents in multigram scale in high-yields and purity with an operationally straightforward recrystallization. The mechanistic details suggest an in situ generation of an interhalogen species.

Organic Process Research & DevelopmentVol. 28(11)
Michigan State University (US)
National Institute of General Medical Sciences
Life in Land
Openalex Percentile: Top 49%
Vanadium and Halogenation Chemistry
0.32
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