Diastereoselective Synthesis of Highly Functionalized γ-Lactams via Ugi Reaction/Michael Addition

被引：0
|
作者：
Vidal, Herika D. A. [1 ]
Nunes, Paulo S. G. [1 ]
Martinez, Alice K. A. [1 ]
Januario, Marcelo A. P. [1 ]
Santiago, Pedro H. O. [2 ]
Ellena, Javier [2 ]
Correa, Arlene G. [1 ]
机构：
[1] Univ Fed Sao Carlos, Ctr Excellence Res Sustainable Chem, Dept Chem, BR-13565 Sao Carlos, Brazil
[2] Univ Sao Paulo, SAo Carlos Inst Phys, BR-13563 Sao Carlos, SP, Brazil
来源：
CHEMISTRY-AN ASIAN JOURNAL | 2025年 / 20卷 / 01期
基金：
巴西圣保罗研究基金会;
关键词：
gamma-lactams; 3-cyano-2-pyrrolidinones; Ugi reaction; Michael addition; One-pot reactions; SMALL-MOLECULE; HETEROCYCLES; CYCLIZATION; PART;
D O I：
10.1002/asia.202400917
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
The gamma-lactam ring is a prominent feature in medicinal chemistry, and its synthesis has garnered significant interest due to its valuable properties. Among the gamma-lactams, 2-oxopyrrolidine-3-carbonitrile derivatives stand out as versatile synthons that can be readily transformed into a variety of other functional groups. In this work, we successfully synthesized highly functionalized 3-cyano-2-pyrrolidinones with moderate to good overall yields using the Ugi reaction followed by intramolecular Michael addition. The process demonstrated excellent diastereoselectivity and showed good tolerance to a range of isonitriles and carbonyl compounds.
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页数：6
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