Synthesis of 4-Isoxazolines through Gold(I)-Catalyzed Cyclization of Propargylic N-Hydroxylamines

B. Chandrasekhar, Sewon Ahn, Jae Sang Ryu

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18 Scopus citations


New catalytic methods for the synthesis of 4-isoxazolines have been developed via catalytic intramolecular cyclizations of propargylic N-hydroxylamines. The reactions proceed rapidly in less than 1 h at room temperature in the presence of 5 mol % (PPh3)AuCl/5 mol % AgOTf or 5 mol % (PPh3)AuNTf2. This process features an efficient route to 4-isoxazolines with high yields, short reaction times, and mild reaction conditions.

Original languageEnglish
Pages (from-to)6740-6749
Number of pages10
JournalJournal of Organic Chemistry
Issue number15
StatePublished - 5 Aug 2016

Bibliographical note

Funding Information:
This research was supported by the Basic Science Research Program through the National Research Foundation of Korea (NRF) funded by the Ministry of Science, ICT and future Planning (NRF-2015R1A2A2A01004511 and NRF- 2014R1A2A1A11050112).

Publisher Copyright:
© 2016 American Chemical Society.


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