In 2022,Zhao, Fen; Abdellaoui, Mehdi; Hagui, Wided; Ballarin-Marion, Maria; Berthet, Jerome; Corce, Vincent; Delbaere, Stephanie; Dossmann, Heloise; Espagne, Agathe; Forte, Jeremy; Jullien, Ludovic; Le Saux, Thomas; Mouries-Mansuy, Virginie; Ollivier, Cyril; Fensterbank, Louis published an article in Nature Communications. The title of the article was 《Reactant-induced photoactivation of in-situ generated organogold intermediates leading to alkynylated indoles via Csp2-Csp cross-coupling》.Formula: C6H5ClIN The author mentioned the following in the article:
In this context, an access to 2,3-disubstituted indoles from o-alkynyl aniline and iodoalkyne derivatives via a gold-catalyzed sequence under visible-light irradiation and in the absence of an exogenous photocatalyst was uncovered. A wide scope of the process was observed Of note, 2-iodo-ynamides was used as electrophiles in this cross-coupling reaction. The resulting N-alkynyl indoles lend themselves to post-functionalization affording valuable scaffolds, notably benzo[a]carbazoles. Mechanistic studies converge on the fact that a potassium sulfonyl amide generates emissive aggregates in the reaction medium. Static quenching of these aggregates by a vinylgold(I) intermediate yields to an excited state of the latter, which can react with an electrophile via oxidative addition and reductive elimination to forge the key C-C bond. This reactant-induced photoactivation of an organogold intermediate opens rich perspectives in the field of cross-coupling reactions.4-Chloro-2-iodoaniline(cas: 63069-48-7Formula: C6H5ClIN) was used in this study.
4-Chloro-2-iodoaniline(cas: 63069-48-7) belongs to anime. The reaction of alkyl halides, R―X, where X is a halogen, or analogous reagents with ammonia (or amines) is useful with certain compounds. Not all alkyl halides are effective reagents; the reaction is sluggish with secondary alkyl groups and fails with tertiary ones. Its usefulness is largely confined to primary alkyl halides (those having two hydrogen atoms on the reacting site).Formula: C6H5ClIN
Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com