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Synthesis of 3-Oxoisoindoline-1-carboxamides through Sequential Four-Component Ugi Reaction/Oxidative Nucleophilic Substitution of Hydrogen
Synlett ( IF 1.7 ) Pub Date : 2020-02-13 , DOI: 10.1055/s-0039-1691598
Saeed Balalaie 1, 2 , Ahmed Al-Harrasi 3 , Kamran Amiri 1 , Muhammad U. Anwar 3
Affiliation  

This paper describes a diversity-oriented approach to the formation of 3-oxoisoindoline-1-carboxamide derivatives utilizing the potential of the nitro group as a directing group. The reaction proceeds through a novel class of post-transformation reactions through a sequential four-component Ugi reaction/oxidative nucleophilic substitution of hydrogen. The 3-oxoisoindoline-1-carboxamide derivatives were synthesized in the presence of a base under mild reaction conditions with high regio- and chemoselectivity. The aerobic oxidation, high bond-forming efficiency, high atom economy, and good to excellent yields are the main advantages of this approach.

中文翻译:

通过顺序四组分 Ugi 反应/氢的氧化亲核取代合成 3-Oxoisoindoline-1-carboxamides

本文描述了一种利用硝基作为导向基团的潜力来形成 3-oxoisoindoline-1-carboxamide 衍生物的面向多样性的方法。该反应通过连续的四组分 Ugi 反应/氢的氧化亲核取代,通过一类新型的后转化反应进行。3-oxoisoindoline-1-carboxamide 衍生物是在碱存在下在温和的反应条件下合成的,具有高区域选择性和化学选择性。这种方法的主要优点是有氧氧化、高成键效率、高原子经济性和良好的收率。
更新日期:2020-02-13
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