Phosphine-Promoted Ring Opening/Recyclization of Cyclopropyl Ketones to Access Hydrofluorenones

An efficient nickel‐catalyzed sequential one‐pot strategy for the synthesis of coumarin‐appended quinolines and bis‐quinolines has been developed under mild reaction conditions in moderate to good yields (up to 84%) via dehydrogenative Friedlander annulation followed by C(sp3)‐H functionalization. The utilization of cheap and readily available starting materials, environmentally friendly solvents, and simple operating procedures are the attractive attributes of this method. Additionally, the photophysical properties of the synthesized derivatives were explored utilizing UV‐vis absorption and fluorescence emission studies. Furthermore, the large‐scale synthesis and the synthetic utility of the derivatives highlight the potential applicability of this strategy in synthetic organic chemistry. Moreover, A plausible reaction mechanism is supported by the control experiments and reaction monitoring by 1H NMR analysis.

Nickel‐Catalyzed Sequential Synthesis of Alkylated Quinolines and Their Photophysical Studies

Keerthana,

Nawaz Khan

2024

Ligand‐Free Zn Catalyzed Synthesis of Functionalized Indoloacridines

Sambavi,

Nawaz Khan

2024

An efficient, ligand‐free, and Zn‐catalyzed dehydrogenation of acridinol/ cyclization of imine product/ dehydrogenative C(sp3)‐H functionalization utilizing ChCl‐based deep eutectic solvent system for the assembly of functionalized indoloacridines 9 is reported. The protocol features mild reaction conditions, VOCs free process, broad substrate scope, and applicable gram‐scale synthesis. Furthermore, absorption and solvatochromism properties were explored for the synthesized compounds.

Alkylated Quinolines through Benzylic sp³ C−H Functionalization: Sequential Synthesis and Photophysical Studies

Suresh,

Keerthana,

Nawaz Khan

2024

An efficient method has been developed for the green synthesis of alkylated quinolines via Cu‐TEMPO catalyzed dehydrogenation, and DEP/DES‐assisted benzylic C‐H functionalization followed by cross Rauhut‐Currier type reaction. The reaction mechanism is elucidated through control experiments and 1H NMR reaction monitoring. This transformation offers several advantages, including moderate to good yields of the desired products, mild reaction conditions, use of a cost‐effective metal catalyst, good functional group tolerance, and applicability to gram‐scale synthesis. Additionally, the synthetic utility and the photophysical properties of the synthesized alkylated quinoline derivatives were investigated.