Details

Autor(en) / Beteiligte

• Ghosh, Aritra
• Upadhyay, Samridhi
• Dahatonde, Dipak J
• Kant, Ruchir
• Batra, Sanjay

Titel

Lewis acid-mediated modular route to the synthesis of 3-substituted quinolines from 2-aminobenzyl alcohols and enamine(one)s

Ist Teil von

• New journal of chemistry, 2024-04, Vol.48 (15), p.692-691

Ort / Verlag

Cambridge: Royal Society of Chemistry

Erscheinungsjahr

2024

Quelle

Alma/SFX Local Collection

Beschreibungen/Notizen

• A Lewis acid-mediated synthesis of 3-substituted quinolines from readily available 2-aminobenzyl alcohols and N , N ′-dimethylenamine(one)s is reported. The Friedlander-type reaction described herein is modular and allows the installation of a variety of electron-withdrawing groups (COPh, CN, CO 2 Me, NO 2 , SO 2 Ph) at the 3-position of the quinoline nucleus to afford the final products in moderate to good yields. The reaction proceeds via transamination followed by the formation of a C-C bond by the involvement of a boron complex and aerobic oxidation to offer the product. A Lewis acid-mediated modular synthesis of 3-substituted quinolines bearing electron-withdrawing groups from readily available 2-aminobenzyl alcohols and N , N ′-dimethylenamine(one)s is described.