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Gold(III)-Catalyzed Formal [3 + 2] Annulations of N-Acyl Sulfilimines with Ynamides for the Synthesis of 4-Aminooxazoles

Xianhai Tian, Lina Song, Chunyu Han, Cheng Zhang, Yufeng Wu, Matthias Rudolph, Frank Rominger, A. Stephen K. Hashmi*

*Institut für Organische Chemie, Heidelberg University, Im Neuenheimer Feld 270, Heidelberg 69120, Germany, Email: hashmihashmi.de

X. Tian, L. Song, C. Han, C. Zhang, Y. Wu, M. Rudolph, F. Rominger, A. S. K. Hashmi, Org. Lett., 2019, 21, 2937-2940.

DOI: 10.1021/acs.orglett.9b01011



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Abstract

A gold-catalyzed formal 1,3-dipolar [3 + 2] annulation of readily accessible N-acyl sulfilimines with ynamides provides 4-aminooxazoles bearing diverse functionalities in good yields via the cleavage of a N-S bond and subsequent C-O bond formation.

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Key Words

oxazoles


ID: J54-Y2019