In situ generation of the Ohira-Bestmann Reagent from stable sulfonyl azide: scalable synthesis of alkynes from aldehydes

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Tue Heesgaard Jepsen, Jesper Langgaard Kristensen

We report an improved method for in situ generation of the Ohira-Bestmann reagent. Using the recently reported bench stable imidazole-1-sulfonyl azide as diazotransfer reagent, this new method represents a safe and scalable approach for the transformation of aldehydes into terminal alkynes. Furthermore the method features easier work-up compared to the existing in situ protocol due to increased aqueous solubility of waste products.

Original languageEnglish
JournalJournal of Organic Chemistry
Volume79
Issue number19
Pages (from-to)9423-9426
Number of pages4
ISSN0022-3263
DOIs
Publication statusPublished - 12 Sep 2014

ID: 123663536