We report a new set of reactions based on the unlocking of amides through simple treatment with allyl bromide, creating a common platform for accessing a diverse range of nitrogen-containing functional groups such as primary amides, sulfonamides, primary amines, N-acyl compounds (esters, thioesters, amides), and Nsulfonyl esters. The method has potential industrial applicability, as demonstrated through gram-scale syntheses in batch and in a continuous flow system.
We disclose a method using phenyl
isocyanate to synthesize carbonyl-containing N-heterocycles.
The metal-free novel approach for both N–H
and C–H carbonylation processes was successfully refined, delivering
a range of synthetically valuable derivatives of quinazoline-2,4(1H,3H)-dione, 2H-benzo[e] [1,2,4] thiadiazin-3(4H)-one 1,1-dioxide,
and pyrrolo[1,2-a] quinoxalin-4(5H)-one. The protocol features broad substrates with diverse reactions
suitable for excellent yields, mild conditions, and good functional
group compatibility. Moreover, the applicability of the reaction was
characterized by gram-scale synthesis and synthetic transformations
for drug molecules.
A new method for directly synthesizing acylated and alkylated quinazoline derivatives by the epoxide ring-opening reaction in the presence of I 2 /DMSO with 2-aminobenzamide is described herein. The developed mild protocol is efficient and displays a wide variety of functional group tolerance and substratecontrolled high selectivity, and the application of a continuous flow technique allows for faster reaction time and higher yields. Moreover, the robustness of the method is applicable in gramscale synthesis.
Due to the significance of amide bonds, developing a new catalytic strategy for amides by selective C-N bond cleavage are one of the most potent and rapid process in chemical...
A new and efficient strategy for the development of quinazolinones and dihydroquinazolin-4(1H)-ones promoted by ammonium thiocyanate is reported. Most remarkably, dimethyl sulfoxide is used for solvent as well as methine and bridged methylene source to obtain a wide variety of new N, N-disubstituted 2,3-dihydroquinazolin-4(1H)-ones. This transformation possesses significant advantages such as metal-and oxidant-free, non-acidic medium, simple condition, good functional group tolerance and broad substrate scope. Besides, this process could be readily scaled up and applied to drug molecules synthesis.
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