Magnetic nanoparticle-supported DABCO tribromide: a versatile nanocatalyst for the synthesis of quinazolinones and benzimidazoles and protection/deprotection of hydroxyl groups

Abstract

MNPs-DABCO tribromide as a magnetically reusable tribromide type nanocatalyst couples the advantages of heterogeneous and homogeneous tribromide-based systems.

The versatility of DABCO as a reagent in organic synthesis: a review

“…One of the most fundamental transformations in chemical synthesis is the conversion of carboxylic acid (87) into their corresponding amide derivatives (88) which is also catalyzed by DABCO (Scheme 30). Kosal et al developed a methodology where direct functionalization of carboxylic acids and azides utilising a chlorophosphite as a dual activating agent allows quick access to a wide variety of amides.…”

“…87 Scheme 31 MNPs-DABCO tribromide catalyzed the protection of hydroxyl group as a TMS-ether. 88 Scheme 32 DABCO catalyzed protection of alcoholic group using DABCO. of the amine and coupling with a carboxylic acid is necessary if the amine is challenging to manufacture or even unstable in unprotected form.…”

“…This journal is © The Royal Society of Chemistry 2023 respective parent compounds in the presence of MNPs-DABCO tribromide. 88 Table 22 shows the variation of yield in the deprotection of trimethylsilyl ether into alcohol using DABCO with different substrates. For many decades, the trimethylsilyl group has been an effective protective group for alcoholic functioning.…”

Synthesis of 4(3H)-Quinazolinones by Visible-Light-Induced 2-Benzylaminobenzamides

“…268 ～ 270 ℃ (Lit. [17] 269～271 ℃); 1 H NMR ( 400 9, 149.1, 135.1, 130.9, 129.7, 127.9, 127.1, 126.3, 121.3, 116.2, 116. 162.8,152.1,149.0,135.1,132.5,132.1,130.3,127.9,127.2,126.4,125.7,-4(3H)-quinazolinone (2h): 47.3 mg (84% yield). Yellow solid, m.p.…”

Magnetic COF-Supported Palladium Nanoparticles: An Efficient and Sustainable Photocatalyst for Carbonylative Coupling Reactions under CO Gas-Free and Visible-Light Irradiation

“…Due to the wide range of applications for quinazolinones, numerous synthetic techniques have been developed. The conventional method for producing quinazolinones involves condensing o-aminobenzamides with various compounds, such as aryl aldehyde, 4 aroyl chloride, 5 benzyl alcohol, 6 carboxylic acids, 7 etc. However, these well-known techniques typically have drawbacks, including multistep synthesis, low yields, and often the need for an excess of oxidants and additives.…”