Nickel‐catalyzed aminocarbonylation of aryl halides with carbamoylsilanes: efficient synthesis of secondary (primary) aromatic amides. (27th August 2019)

• Record Type: Journal Article
• Authors: Wen, Xueping; Chen, Wenwen; Chen, Jianxin
• Is Part Of: Applied organometallic chemistry. Volume 33:Number 11(2019)
• Page Start: n/a
• Page End: n/a
• Publication Date: 2019-08-27
• Subjects: amides -- aminocarbonylation -- aryl halides -- carbamoylsilanes -- C–C coupling; Organometallic chemistry -- Periodicals; Organometallic compounds -- Periodicals; 547.05
• DOI: 10.1002/aoc.5174
• Languages: English
• ISSNs: 0268-2605

Abstract

Abstract : A nickel‐catalyzed aminocarbonylation of aryl halides using carbamoylsilane as an amide source leading to corresponding secondary or primary aromatic amides has been developed, in which the methoxymethyl and benzyl were used as amino protecting group. The protocol tolerates a broad range of aryl halides bearing different functional groups to afford good yields of aryl amides under mild reaction conditions. The types and the relative positions of substituents on the aryl ring make a notable impact on the coupling efficiency. The plausible mechanism of nickel‐catalyzed aminocarbonylation has been suggested. Abstract : A efficient synthetic method of secondary (primary) aryl amides by the aminocarbonylation of aryl halides using carbamoylsilanes as the carbamoyl group source have been developed. The scope and limitation of the reaction have been investigated.