Gold(III)-catalyzed formal [3 + 2] annulations of N-Acyl sulfilimines with Ynamides for the synthesis of 4-Aminooxazoles

A gold-catalyzed formal 1,3-dipolar [3 + 2] annulation using readily accessible N-acyl sulfilimines and ynamides is reported. This reaction includes the cleavage of a N-S bond and subsequent C-O bond formation. In total, 30 oxazole derivatives bearing diverse functionalities could be prepared in 43-...

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Main Authors: Tian, Xianhai (Author) , Song, Lina (Author) , Han, Chunyu (Author) , Zhang, Cheng (Author) , Wu, Yufeng (Author) , Rudolph, Matthias (Author) , Rominger, Frank (Author) , Hashmi, A. Stephen K. (Author)
Format: Article (Journal)
Language:English
Published: April 9, 2019
In: Organic letters
Year: 2019, Volume: 21, Issue: 8, Pages: 2937-2940
ISSN:1523-7052
DOI:10.1021/acs.orglett.9b01011
Online Access:Verlag, Pay-per-use, Volltext: https://doi.org/10.1021/acs.orglett.9b01011
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Author Notes:Xianhai Tian, Lina Song, Chunyu Han, Cheng Zhang, Yufeng Wu, Matthias Rudolph, Frank Rominger, and A. Stephen K. Hashmi
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Summary:A gold-catalyzed formal 1,3-dipolar [3 + 2] annulation using readily accessible N-acyl sulfilimines and ynamides is reported. This reaction includes the cleavage of a N-S bond and subsequent C-O bond formation. In total, 30 oxazole derivatives bearing diverse functionalities could be prepared in 43-98% yield from the corresponding sulfilimines and ynamides.
Item Description:Gesehen am 14.10.2019
Physical Description:Online Resource
ISSN:1523-7052
DOI:10.1021/acs.orglett.9b01011