Cyclometalated iridium complexes-catalyzed acceptorless dehydrogenative coupling reaction: construction of quinoline derivatives and evaluation of their antimicrobial activities

• Hongling Shui,
• Yuhong Zhong,
• Renshi Luo,
• Zhanyi Zhang,
• Jiuzhong Huang,
• Ping Yang and
• Nianhua Luo

Beilstein J. Org. Chem. 2022, 18, 1507–1517, doi:10.3762/bjoc.18.159

• reaction [16], and Friedländer reaction [17]. Among these syntheses, the Friedländer reaction [17] is one of the most commonly used methods for the synthesis of quinolines. However, it has the disadvantages of harsh reaction conditions and low yields owing to the reactivity of o-aminobenzaldehyde when used

Facile synthesis of 7-alkyl-1,2,3,4-tetrahydro-1,8-naphthyridines as arginine mimetics using a Horner–Wadsworth–Emmons-based approach

• Rhys A. Lippa,
• John A. Murphy and
• Tim N. Barrett

Beilstein J. Org. Chem. 2020, 16, 1617–1626, doi:10.3762/bjoc.16.134

• tetrahydronaphthyridines predominantly revolve around late-stage hydrogenation of fully aromatic 1,8-naphthyridine derivatives 3, usually prepared via an acid or base-catalysed Friedländer reaction between 2-aminonicotinaldehyde (1) and the corresponding ketone 2 (Scheme 1). Both reactions employ harsh conditions with

Synthesis of 3,4-dihydro-1,8-naphthyridin-2(1H)-ones via microwave-activated inverse electron-demand Diels–Alder reactions

• Salah Fadel,
• Youssef Hajbi,
• Mostafa Khouili,
• Said Lazar,
• Franck Suzenet and
• Gérald Guillaumet

Beilstein J. Org. Chem. 2014, 10, 282–286, doi:10.3762/bjoc.10.24

• devoted to the synthesis of 1,8-naphthyridin-2(1H)-ones because of their acyl-CoA:cholesterol acyltransferase (ACAT) inhibitory activity [17] and their role as phosphodiesterase inhibitors [18][19]. To date, 1,8-naphthyridin-2(1H)-ones have been prepared mainly by the Knorr or the Friedländer reaction [20

An efficient access to the synthesis of novel 12-phenylbenzo[6,7]oxepino[3,4-b]quinolin-13(6H)-one derivatives

• Wentao Gao,
• Guihai Lin,
• Yang Li,
• Xiyue Tao,
• Rui Liu and
• Lianjie Sun

Beilstein J. Org. Chem. 2012, 8, 1849–1857, doi:10.3762/bjoc.8.213

• , is described, involving the intramolecular Friedel–Crafts acylation reaction of 2-(phenoxymethyl)-4-phenylquinoline-3-carboxylic acid derivatives 3a–l aided by the treatment with PPA (polyphosphoric acid) or Eaton’s reagent. The required starting compound (2) was obtained by Friedländer reaction of 2

• three-step route, offers easy access to tetracyclic-fused quinoline systems in short reaction times, and the products are obtained in moderate to good yields. Keywords: Eaton’s reagent; Friedel–Crafts acylation; Friedländer reaction; one-pot; PPA; quinoline; tetracyclic-fused; Introduction Polycyclic

• -chloroacetoacetate did not take place, and a gummy mass was obtained as product. In this context, Muscia et al. [39] described the synthesis of ethyl 6-chloro-2-(chloromethyl)-4-phenylquinoline-3-carboxylate by the Friedländer reaction employing microwave irradiation (MW) in the presence of a catalytic amount of