Synthesis of 3-Oxoisoindoline-1-carboxamides through Sequential Four-Component Ugi Reaction/Oxidative Nucleophilic Substitution of Hydrogen

被引：4
作者：
Amiri, Kamran [1 ]
Balalaie, Saeed [1 ,2 ]
Anwar, Muhammad U. [3 ]
Al-Harrasi, Ahmed [3 ]
机构：
[1] KN Toosi Univ Technol, Peptide Chem Res Ctr, POB 15875-4416, Tehran, Iran
[2] Kermanshah Univ Med Sci, Med Biol Res Ctr, Kermanshah, Iran
[3] Univ Nizwa, Nat & Med Sci Res Ctr, POB 33, Birkat Al Mauz 616, Nizwa, Oman
来源：
SYNLETT | 2020年 / 31卷 / 09期
关键词：
oxoisoindolinecarboxamides; Ugi reaction; multicomponent reaction; nucleophilic substitution; NITROARENES; CONSTRUCTION; HETEROCYCLES; ADDUCTS; CONDENSATION; DERIVATIVES; CHEMISTRY; OXIDATION; EFFICIENT; ROUTES;
D O I：
10.1055/s-0039-1691598
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
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.
引用
收藏
页码：861 / 865
页数：5
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