Synthesis of N-Alkoxyindol-2-Ones by Copper-Catalyzed Intramolecular N-Arylation of Hydroxamates

Synlett 2011
Tatjana Kukoša, Nadežda Trjufilkina, Mārtiņš Katkevičs

The first example of copper catalyzed intramolecular N-arylation of hydroxamic acid derivatives is presented. Based on this transformation a new method for the synthesis of N-alkoxyindol-2-ones from 2-(2-bromoaryl)-acetylhydroxamates is developed. The reaction conditions tolerate standard hydroxyl protecting groups on the hydroxylamine moiety and are also applicable for the synthesis of six-membered N-alkoxybenzolactams.

Keywords
copper, arylation, cyclization, lactams, hydoxamic acids
DOI
10.1055/s-0030-1260328
Hyperlink
https://www.thieme-connect.com/ejournals/abstract/10.1055/s-0030-1260328

Kukoša, T., Trjufilkina, N., Katkevičs, M. Synthesis of N-Alkoxyindol-2-Ones by Copper-Catalyzed Intramolecular N-Arylation of Hydroxamates. Synlett, 2011, No. 17, pp.2525-2528. ISSN 0936-5214. e-ISSN 1437-2096. Available from: doi:10.1055/s-0030-1260328

Publication language
English (en)