Deacylation-aided C-H alkylative annulation through C-C cleavage of unstrained ketones was written by Zhou, Xukai;Xu, Yan;Dong, Guangbin. And the article was included in Nature Catalysis in 2021.Synthetic Route of C9H10BrNO2 This article mentions the following:
Arene- and heteroarene-fused rings are pervasive in biol. active mols. Direct annulation between a C-H bond on the aromatic core and a tethered alkyl moiety provides a straightforward approach to access these scaffolds; however, such a strategy is often hampered by the need of special reactive groups and/or less compatible cyclization conditions. It would be synthetically appealing if a common native functional group can be used as a handle to enable a general C-H annulation with diverse aromatic rings. A deacylative annulation strategy for preparing a large variety of aromatic-fused rings from linear simple ketone precursors was demonstrated. The reaction starts with homolytic cleavage of the ketone α C-C bond via a pre-aromatic intermediate, followed by a radical-mediated dehydrogenative cyclization. Using widely available ketones as the robust radical precursors, this deconstructive approach allows streamlined assembly of complex polycyclic structures with broad functional group tolerance. In the experiment, the researchers used many compounds, for example, 4-Bromo-N-methoxy-N-methylbenzamide (cas: 192436-83-2Synthetic Route of C9H10BrNO2).
4-Bromo-N-methoxy-N-methylbenzamide (cas: 192436-83-2) belongs to amides. Amides can be viewed as a derivative of a carboxylic acid RC(=O)OH with the hydroxyl group –OH replaced by an amine group −NR′R″; or, equivalently, an acyl (alkanoyl) group RC(=O)− joined to an amine group. Amides can be freed from solvent or water by drying below their melting points. These purifications can also be used for sulfonamides and acid hydrazides.Synthetic Route of C9H10BrNO2
Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics