[3+2]-Cycloadditions of N-Cyano Sulfoximines with 1,3-Dipoles
Krauskopf, F., Truong, K.-N., Rissanen, K., & Bolm, C. (2020). [3+2]-Cycloadditions of N-Cyano Sulfoximines with 1,3-Dipoles. European Journal of Organic Chemistry, 20(18), 2761-2765. https://doi.org/10.1002/ejoc.202000335
Published inEuropean Journal of Organic Chemistry
© 2020 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA.
Involving the cyano group of N‐cyano sulfoximines in [3+2]‐cycloaddition reactions with 1,3‐dipoles provides practical routes for the construction of 5‐membered heterocycles bearing sulfoximinoyl moieties. An ytterbium‐catalyzed cycloaddition utilizing hydrazonoyl chlorides was developed, as well as a reaction involving imidoyl chlorides proceeding without the aid of a catalyst. Following these protocols, a range of sulfoximines with N‐1,2,4‐triazolyl and N‐1,2,4‐oxadiazolyl substituents was prepared.
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Additional information about fundingWe are grateful to the Alexander von Humboldt Foundation for support of K.R. (AvH research award) and thank S. Huda, A. Krohmer, and F. Brosge (all RWTH Aachen University) for their practical work and assistance in preparing starting materials
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