Cobalt(iii)-catalyzed ketone-directed C–H vinylation using vinyl acetate. Issue 1 (13th November 2019)

• Record Type: Journal Article
• Authors: Sk, Md Raja; Maji, Modhu Sudan
• Is Part Of: Organic chemistry frontiers. Volume 7:Issue 1(2020)
• Page Start: 19
• Page End: 24
• Publication Date: 2019-11-13
• Subjects: Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1039/c9qo01164a
• Languages: English
• ISSNs: 2052-4110

Abstract

Abstract : Weakly coordinating, ketone-directed C–H vinylation using vinyl acetate is reported here for a wide range of aromatic ketones such as acetophenones, diaryl ketones, chromones and chalcones under cost-effective and air-stable cobalt(iii )-catalysis. Abstract : Weakly coordinating, ketone-directed C–H vinylation using vinyl acetate is reported here for a wide range of aromatic ketones such as acetophenones, diaryl ketones, chromones and biologically relevant chalcones under cost-effective and air-stable cobalt(iii )-catalysis. Regioselective, mono-vinylation occurs for challenging vinyl substitution-free styrenes in moderate to good yields, and this moiety has been used to synthesize functionalized indanone, α-naphthol and an advanced intermediate for bruguierol A synthesis. An acrylate-surrogate provided the corresponding alkenylated product under these vinylation conditions. Detailed mechanistic studies are carried out to support the proposed catalytic cycle.