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A Domino Approach for the Synthesis of 4-Carboxamide Oxazolines from Azirines
Synthesis ( IF 2.6 ) Pub Date : 2021-07-26 , DOI: 10.1055/a-1558-7457
Saeed Balalaie 1, 2 , Ali Nikbakht 1 , Fariba Mohammadi 1 , Mohammad Sadeq Mousavi 1 , Kamran Amiri 1 , Frank Rominger 3 , Hamid Reza Bijanzadeh 4
Affiliation  

A regio- and diastereoselective ring-expansion reaction of N-acylaziridines is described for the synthesis of 4-carboxamide oxazolines using InCl3. A domino Ugi–Joullié/ring-expansion reaction of arylphenylazirines, isocyanides, and carboxylic acids leads to the target products through the N-acylaziridine intermediates in the presence of the indium catalyst. The oxazolines were synthesized in moderate to excellent yields with high atom economy and high bond-forming efficiency under mild reaction conditions.

中文翻译:

从 Azirines 合成 4-Carboxamide 恶唑啉的 Domino 方法

描述了 N-酰基氮丙啶的区域和非对映选择性扩环反应,用于使用 InCl3 合成 4-甲酰胺恶唑啉。在铟催化剂的存在下,芳基苯基氮丙啶、异氰化物和羧酸的多米诺 Ugi-Joullié/扩环反应通过 N-酰基氮丙啶中间体产生目标产物。在温和的反应条件下,以中等至优异的收率、高原子经济性和高成键效率合成了恶唑啉。
更新日期:2021-08-19
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