MOF-Derived Nanocobalt for Oxidative Functionalization of Cyclic Amines to Quinazolinones with 2-Aminoarylmethanols

Abstract

By employing a MOF-templated method, we have developed a highly dipersed and ultralow loading cobalt nanocatalyst, which has been applied in the oxidative functionalization of easily available cyclic amines with 2-aminoarylmethanols to ring-fused quinazolinones, the core structures of numerous valuable products. The developed catalytic transformation proceeds with the merits of broad substrate scope, good functional group tolerance and chemoselectivity, high stepand atom-efficiency, and use of the naturally abundant Co/O 2 system, which offers a practical way for the preparation of quinazolinones with structural diversity. The work presented has built an important basis for direct conversion of cyclic amine motifs into functional frameworks.

Synthesis of Multisubstituted Benzimidazolones via Copper-Catalyzed Oxidative Tandem C–H Aminations and Alkyl Deconstructive Carbofunctionalization

“…3, e17014870. Liang, T., Tan, Z., Zhao, H., Chen, X., Jiang, H., and Zhang, M. (2018). Aerobic copper-catalyzed synthesis of benzimidazoles from diaryl-and alkylamines via tandem triple C-H aminations.…”

“…As our sustained effort has been directed toward the functionalization of N-heterocycles (Zhao et al., 2019, Xie et al., 2017, Xie et al., 2018, Xie et al., 2019, Chen et al., 2017), we have recently reported a site-specific fluoroalkylation of aniline derivatives with in situ -formed electrophilic radicals (Zhao et al., 2019). This work motivated us to conceive a protocol to aminate the para -site of relatively electron-poor diarylamine 1 with electron-rich dialkylamine 2 .…”

Direct oxidative C(sp3)─H/C(sp2)─H coupling reaction using recyclable Sr‐doped LaCoO3 perovskite catalyst

“…On introduction of active metals into the framework of oxide supports using impregnating methods, catalytic activity and thermal stability of transition metals are improved . Many methods that allow for the synthesis of heterocycles from metal oxide‐catalyzed, direct C─H functionalization are known . Mixtures of metal oxides are also calcined to feature synergistic effects, thus improving efficiency .…”

“…[36][37][38] Many methods that allow for the synthesis of heterocycles from metal oxidecatalyzed, direct C─H functionalization are known. [39,40] Mixtures of metal oxides are also calcined to feature synergistic effects, thus improving efficiency. [41] For example, Glorius and co-workers reported a copper iron oxide-catalyzed direct arylation of C─H bonds in heteroarenes that showed both better reactivity and more convenient separation in comparison with nano-CuO.…”

Water-stable fluorinated metal–organic frameworks (F-MOFs) with hydrophobic properties as efficient and highly active heterogeneous catalysts in aqueous solution

“…Metal-organic frameworks (MOFs) have emerged as a unique class of crystalline materials that have attracted tremendous attention due to their potential applications in different research areas such as gas storage, catalysis, drug delivery, sensing, and removal of hazardous materials [1][2][3][4][5][6][7][8][9][10][11][12]. The diverse number of organic ligands, inorganic metal ions/clusters, and guests were used to construct MOFs.…”