Recent developments in functionalization of acyclic α-keto amides. Issue 39 (15th August 2018)

• Record Type: Journal Article
• Authors: Muthukumar, Alagesan; Sangeetha, Subramani; Sekar, Govindasamy
• Is Part Of: Organic & biomolecular chemistry. Volume 16:Issue 39(2018)
• Page Start: 7068
• Page End: 7083
• Publication Date: 2018-08-15
• Subjects: Chemistry, Organic -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1039/c8ob01423j
• Languages: English
• ISSNs: 1477-0520

Abstract

Abstract : This review describes the synthetic utility of α-keto amides to synthesize various important molecules via mono, dual and triple functionalization reactions. Abstract : α-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 α-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 α-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 α-keto amides, this article is divided into three major classes: 1. mono-functionalization, 2. dual functionalization, and 3. triple functionalization of α-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 α-keto amides since 1992. Moreover, the usefulness of α-keto amides is shown for the synthesis of biologically active molecules, synthetic intermediates, heterocycles, valuable compounds, building blocks and metal complexes.