Copper‐Catalyzed N‐Alkyl Formamide Activation: Tandem Oxidative Coupling Approach for the Construction of C−N and C−O Bonds to Synthesize 3‐Alkyl‐1,3‐Benzoxazine‐2,4‐Dione and 4‐Methylene‐3‐Alkyl‐1,3‐Benzoxazine‐2‐One Derivatives

Abstract

N-alkyl formamide activation by using of copper/oxidant system via tandem/domino reaction pathway to construct CÀ N/CÀ O bond formation is reported. This protocol elucidated a method for the synthesis of pharmaceutically interested 3-alkyl-1,3benzoxazine-2,4-dione and 1,3-methylene-3-alkylbenzoxazine-2-one derivatives without the aid of toxic chemicals such as phosgene or its derivatives.

Sustainable Synthesis of Heteroaryl‐Ethers: Fe(III)‐Catalyzed C−H Activation under Air Using a Mild Oxidant

“…[32] Subsequently, we successfully activated formamides using a copper catalyst in a different study. [33] More recently, we published a new method for synthesizing pyrano-quinolines [34] and polycyclic fused 1,7naphthyridine from quinoline carbaldehyde. [35] In earlier investigations, we also explored the activation of various solvents, including methanol, DMF, NMF, and toluene, to synthesize different types of N-heteroarenes.…”

“…We achieved the activation of methanol using an iron catalyst without the need for external acids [32] . Subsequently, we successfully activated formamides using a copper catalyst in a different study [33] . More recently, we published a new method for synthesizing pyrano‐quinolines [34] and polycyclic fused 1,7‐naphthyridine from quinoline carbaldehyde [35] .…”

Multivacant polyoxometalate-stabilizing palladium nanoparticles catalyze the N-formylation of amines with CO2 and H2

“…5–10 Among these products, formamides have a wide range of industrial applications, which can serve not only as solvents 11 but also as raw materials in the synthesis of high value–added products including heterocycles, pharmaceuticals, and biological intermediates. 12–14…”

“…[5][6][7][8][9][10] Among these products, formamides have a wide range of industrial applications, which can serve not only as solvents 11 but also as raw materials in the synthesis of high value-added products including heterocycles, pharmaceuticals, and biological intermediates. [12][13][14] Among the synthetic routes to formamides, the N-formylation of amines with CO 2 and H 2 might be a feasible route that conforms to green chemistry as water is the only byproduct of the route. 15 A variety of catalysts for the N-formylation of amines with CO 2 and H 2 have been reported.…”

Silver Catalyzed Cascade Strategy for the Synthesis of Diversely Substituted Polycyclic Fused 1,7‐Naphthyridine Scaffolds

“…Our group also focused on transition metal‐catalyzed reactions for several years [27–31] . We published recently Ag‐catalyzed synthesis of pyrano [3,4‐ b ] quinolines via 3‐alkynyl quinoline aldehydes, [32] synthesis of 1,2‐dihydro isoquinolines derivatives via donor‐acceptor cyclopropanes [33] and copper‐catalyzed synthesis of benzoxazine‐2‐one/ benzoxazine‐2,4‐dione derivatives [34] . In continuation, we present here a silver‐catalyzed domino reaction for the synthesis of polycyclic fused 1,7‐naphthyrdines.…”