Catalytic Assessment of Copper(I) Complexes and a Polymer Analog towards the One‐Pot Synthesis of Imines and Quinoxalines

Abstract

Three copper(I) complexes, [CuCl(L)(PPh 3 ) 2 ] [L = FL (1), BL (2) or TL (3)] were prepared from [(PPh 3 ) 2 Cu-(μ-Cl) 2 Cu(PPh 3 )] and N-carbamothioylfuran-2-carboxamide (FL), N-carbamothioylbenzamide (BL) or N-carbamothioylthiophene-2-carboxamide (TL) ligands in benzene and four-coordinated tetrahedral copper complexes were well characterized by various spectroscopic techniques (UV/Vis, FT-IR, 1 H NMR, 13 C NMR and 31 P NMR). The molecular structure of the ligands (FL and BL) and complexes was established from single-crystal X-ray diffraction studies. Copper complexes have been shown to cata- [a]

WEPA: a reusable waste biomass-derived catalyst for external oxidant/metal-free quinoxaline synthesisviatandem condensation–cyclization–oxidation of α-hydroxy ketones

“…In connection with their high biological and materialistic significance, several strategies have been developed for quinoxaline synthesis and most of them consist of a common condensation route of organic 1,2-diamines with other organic substances, including 1,2-diketones, 14 1,2-diols, 15 α-hydroxy ketones 8,9,16–35 and alkynes. 36 Among these strategies, the reaction of organic 1,2-diamines with α-hydroxy ketones or alkynes is relatively less explored, and requires metal-based catalysts/oxidizing agents or non-renewable catalysts under harsh reaction conditions.…”

“…6,8,9 Furthermore, quinoxalines can also serve as pesticides, 10 advanced materials in perovskite solar cells of high efficiency, 11 chemically/electrochemically switchable substances 12 and food flavouring agents. 13 In connection with their high biological and materialistic significance, several strategies have been developed for quinoxaline synthesis and most of them consist of a common condensation route of organic 1,2-diamines with other organic substances, including 1,2-diketones, 14 1,2-diols, 15 α-hydroxy ketones 8,9,[16][17][18][19][20][21][22][23][24][25][26][27][28][29][30][31][32][33][34][35] and alkynes. 36 Among these strategies, the reaction of organic 1,2-diamines with α-hydroxy ketones or alkynes is relatively less explored, and requires metal-based catalysts/ oxidizing agents or non-renewable catalysts under harsh reaction conditions.…”

Green Hydrothermal Synthesis of Fluorescent 2,3‐Diarylquinoxalines and Large‐Scale Computational Comparison to Existing Alternatives

“…Quinoxalines are widely used in medicine, for example, as antibacterial, antifungal, or anticancer agents, [3–5] and also as building blocks in advanced materials [6–8] . Various syntheses of quinoxalines have been reported, most employing 1,2‐diamines in combination with different carbonyl compounds (Scheme 1B), that is, mainly diketones or α‐substituted carbonyl compounds (e. g., α‐hydroxyketones, [9–12] α‐bromoketones [13] or α‐oximeketones [14] ), and the transformations require the presence of oxidizing agents. The vast majority of reported syntheses of quinoxalines use traditional organic solvents and require reaction times ( t r ) of several hours.…”

Catalytic Assessment of Copper(I) Complexes and a Polymer Analog towards the One‐Pot Synthesis of Imines and Quinoxalines

“…During the galley proof corrections of the original article, the author corrections for Table , Table , and Table were inadvertently overlooked. There were no errors in the numerical values given in the tables, but just omission/misplacement of the reaction schemes at the top of these tables.…”