Heterogeneous Gold-Catalyzed Cascade Hydrogen-Transfer Strategy for Selective Synthesis of Quinazolinones in Water was written by Tang, Lin;Zhao, Xianghua;Zou, Guodong;Zhou, Yuqiang;Yang, Xingkun. And the article was included in Asian Journal of Organic Chemistry in 2016.Application In Synthesis of 5-Methyl-2-nitrobenzonitrile This article mentions the following:
Efficient and selective synthesis of quinazolinones from 2-nitrobenzonitriles and benzylic alcs. catalyzed by TiO2-supported gold nanoparticles (Au/TiO2) was developed. Various transformations, such as dehydrogenative oxidation of C-O and C-N bonds, reduction of nitro groups, condensation of aldehydes with amines, hydration of cyano groups and cyclization, was achieved in the tandem hydrogen-transfer reaction. This protocol presents broad substrate scope, good tolerance to air and water, excellent recycling of the catalyst and did not require any additive, oxidant or reductant, which enables straightforward, practical and environmentally benign C-N and C-O bond formation. In the experiment, the researchers used many compounds, for example, 5-Methyl-2-nitrobenzonitrile (cas: 64113-86-6Application In Synthesis of 5-Methyl-2-nitrobenzonitrile).
5-Methyl-2-nitrobenzonitrile (cas: 64113-86-6) belongs to nitriles. Nitrile carbon shifts are in the range of 115–125 ppm whereas in isonitriles the shifts are around 155–165 ppm. Alkyl nitriles are sufficiently acidic to undergo deprotonation of the C-H bond adjacent to the CN group.Strong bases are required, such as lithium diisopropylamide and butyl lithium. The product is referred to as a nitrile anion. Application In Synthesis of 5-Methyl-2-nitrobenzonitrile
Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts