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金(III)催化N-酰基硫代亚胺与烯酰胺的形式[3 + 2]环化反应合成4-氨基恶唑

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

作者信息

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

机构信息

Institut für Organische Chemie , Heidelberg University , Im Neuenheimer Feld 270 , Heidelberg 69120 , Germany.

Chemistry Department, Faculty of Science , King Abdulaziz University , Jeddah 21589 , Saudi Arabia.

出版信息

Org Lett. 2019 Apr 19;21(8):2937-2940. doi: 10.1021/acs.orglett.9b01011. Epub 2019 Apr 9.

DOI:10.1021/acs.orglett.9b01011
PMID:30964689
Abstract

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.

摘要

报道了一种使用易于获得的N-酰基磺胺亚胺和烯酰胺的金催化形式上的1,3-偶极[3+2]环化反应。该反应包括N-S键的断裂和随后的C-O键形成。总共可以从相应的磺胺亚胺和烯酰胺以43-98%的产率制备30种具有不同官能团的恶唑衍生物。

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