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|Title:||Reactions of 5-aminoisoxazoles with α-diazocarbonyl compounds : wolff rearrangement vs N-H insertion||Authors:||Ge, Yun
|Keywords:||Science::Chemistry||Issue Date:||2019||Source:||Ge, Y., Sun, W., Chen, Y., Huang, Y., Liu, Z., Jiang, Y. & Loh, T. (2019). Reactions of 5-aminoisoxazoles with α-diazocarbonyl compounds : wolff rearrangement vs N-H insertion. The Journal of Organic Chemistry, 84(5), 2676-2688. https://dx.doi.org/10.1021/acs.joc.8b02986||Journal:||The Journal of Organic Chemistry||Abstract:||A highly chemoselective reaction between 5-aminoisoxazoles and α-diazocarbonyl compounds has been described. Both Wolff rearrangement and N-H insertion products can be obtained selectively by the judicious choice of reaction conditions. In the case of the Wolff rearrangement reactions, the N-isoxazole amides are accessed as the sole products under thermal conditions. On the other hand, α-amino acid derivatives of N-isoxazolescan be obtained through N-H insertion reactions in the presence of catalytic Rh2(Oct)4. Both reactions proceed under mild reaction conditions and feature a broad substrate scope.||URI:||https://hdl.handle.net/10356/147448||ISSN:||0022-3263||DOI:||10.1021/acs.joc.8b02986||Rights:||© 2019 American Chemical Society. All rights reserved.||Fulltext Permission:||none||Fulltext Availability:||No Fulltext|
|Appears in Collections:||SPMS Journal Articles|
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