Synthesis, spectral characterization and photophysical studies of tetrahydroquinolines

Transition-metal-free synthesis and photophysical studies of highly functionalized (E)-stilbenes

“…Charge transfer from the donor amino group to the acceptor cyano group in compounds 13a-j may be considered a feasible route for ICTinduced fluorescence. 58,59 Thermo-gravimetric analysis…”

“…The well-known methods to synthesize stilbene derivatives include transition metal couplings, such as Sonogashira, Mizoroki-Heck, Negishi, Suzuki-Miyaura, Stille, Grubbs & McMurry, Knoevenagel-Doebner, Wittig, or Horner-Wadsworth-Emmons (HWE) olefination, Ramberg-Bucklund reactions, and Perkin aldol condensation. [36][37][38] In the course of our continuous investigation into substituted aromatic systems involving donors and acceptors, [39][40][41][42][43][44][45][46] we have devised an efficient approach to craft donor-acceptor p-conjugated (D-p-A) stilbenes. In this molecule, the secondary amine at the C4 position acts as the donor group and the CN group acts as the acceptor functionality.…”

Synthesis of fluorescent aromatic species via ring transformation of α-pyranones and their application in OLEDs, chemosensors, and cell imaging

“…According to Subhashini et al , N -boc protected tetrahydroquinolines 111 emitting blue light were successfully prepared through ultrasound-mediated synthesis with desirable photophysical characteristics that render them favourable for use in OLED fabrication. 118 Tetrahydroquinolines 111 were synthesized through the irradiation of 4-amino-6-aryl-3-cyano-2 H -pyran-2-ones 8 in DMF with 1-boc-3-piperidone 110 in the presence of KOH at ambient temperature for a duration of 40–70 minutes (Scheme 31). These compounds exhibited emission wavelengths ranging from 435 to 470 nm, along with a band gap between 3.01 and 3.25 eV and quantum yields varying from 0.19 to 0.74.…”

Ultrasound-Assisted Rapid Synthesis of Functionalized 1,2-Teraryls by Ring Transformation Methodology

“…The fascinating chemistry of 2H-pyran-2-ones has sparked much attention over the past several decades since they serve as excellent starting materials for the synthesis of a wide range of molecular structures. Recently, we have demonstrated the synthesis of 2-tetralones 20 , diarylmethanes 21 , m-terphenyls 22 , tetrahydroisoquinolines 23 , allylbenzenes 24 and prenylarenes 25 .…”

“…The fascinating chemistry of 2H-pyran-2-ones has sparked much attention over the past several decades since they serve as excellent starting materials for the synthesis of a wide range of molecular structures. Recently, we have demonstrated the synthesis of 2-tetralones, 20 diarylmethanes, 21 m-terphenyls, 22 tetrahydroisoquinolines, 23 allylbenzenes, 24 and prenylarenes. 25 In order to study the wider scope of lactone chemistry, we aimed to explore (E)-styryl acetate 2 as the possible carbanion nucleophile for the ring transformation reaction of 2H-pyran-2-ones 1.…”