Hypervalent iodine-mediated cyclization of bishomoallylamides to prolinols

Autor: Smaher E. Butt, Konrad Kepski, Jean-Marc Sotiropoulos, Wesley J. Moran

Publikováno v: Beilstein Journal of Organic Chemistry, Vol 20, Iss 1, Pp 2455-2460 (2024)

A change in mechanism was observed in the hypervalent iodine-mediated cyclization of N-alkenylamides when the carbon chain between the alkene and the amide increased from two to three atoms. In the latter case, cyclization at the amide nitrogen to fo

Externí odkaz: https://doaj.org/article/ca0ec8c7cff44a1587db6df817b92310

Computationally Assisted Mechanistic Investigation into Hypervalent Iodine Catalysis: Cyclization of N -Allylbenzamide

Autor: Mirdyul Das, Smaher E Butt, Wesley J. Moran, Jean-Marc Sotiropoulos

Publikováno v: Journal of Organic Chemistry
Journal of Organic Chemistry, American Chemical Society, 2019, 84 (23), pp.15605-15613. ⟨10.1021/acs.joc.9b02623⟩

International audience; Previous experimental work identified 2-iodoanisole as the best precatalyst for the oxidative cyclization of N-alkenylamides into 2-oxazolines. Herein, we describe our investigation into the effect on the reaction rate based o

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::970ad5d389999f3331ff1a2f2ee670de
https://hal.archives-ouvertes.fr/hal-02378237/file/Revised_Manuscript_3_JOC-1.pdf