Recent developments in functionalization of acyclic α-keto amides

被引:31
|
作者
Muthukumar, Alagesan [1 ]
Sangeetha, Subramani [1 ]
Sekar, Govindasamy [1 ]
机构
[1] Indian Inst Technol Madras, Dept Chem, Madras 600036, Tamil Nadu, India
关键词
PICTET-SPENGLER REACTIONS; SUZUKI-MIYAURA REACTION; MANNICH-TYPE REACTIONS; ONE-POT SYNTHESIS; METAL-FREE; CHEMOSELECTIVE REDUCTION; ASYMMETRIC-SYNTHESIS; CHLOROPEPTIN-I; INTERMOLECULAR HYDROACYLATION; INTRAMOLECULAR CYCLIZATION;
D O I
10.1039/c8ob01423j
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
alpha-Keto amides are a key frame in biology, medicinal chemistry and synthetic chemistry as drug molecules and key intermediates. Based on the structural aspect, an acyclic alpha-keto amide has multiple reactive centres which have electrophilic and nucleophilic characters. In this review, we focus on the recent developments of both asymmetric and achiral reactions involving acyclic alpha-keto amides as the reactants for the synthesis of cyclic and acyclic molecules through the formation of C-C, C-O, C-N and C-H bonds. Based on the reactivity of alpha-keto amides, this article is divided into three major classes: 1. mono-functionalization, 2. dual functionalization, and 3. triple functionalization of alpha-keto amides, which are further divided into sub-classes as well. Over 50 examples including our own work have been demonstrated for the functionalization of acyclic alpha-keto amides since 1992. Moreover, the usefulness of alpha-keto amides is shown for the synthesis of biologically active molecules, synthetic intermediates, heterocycles, valuable compounds, building blocks and metal complexes.
引用
收藏
页码:7068 / 7083
页数:17
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