Heterogeneous Copper‐Catalyzed Aerobic Oxidative Conversions of Benzaldehydes with Aqueous Ammonia to Give Benzonitriles

Abstract

Heterogeneous Cu@C,w hich is generated by simple pyrolysis of HKUST-1( Cu 3 (BTC) 2 ,B TC = 1,3,5

Copper Mediated Chemo‐ and Stereoselective Cyanation Reactions

“…The Cu@C was generated by the facile pyrolysis of HKUST-1 (Cu 3 (BTC) 2 , BTC = 1,3,5-benzenetricarboxylate) (See Figure 127). [132] Copper acetate Cu(OAc) 2 /DCyPE/DMMS (dimethoxymethylsilane)/PMHS (Polymethylhydrosiloxane) effectively promoted the synthesis of amides from nitriles under the ambient reaction conditions tolerating a broad range of metal-, acid-, or base-sensitive functional groups. The aforementioned reaction was effectively promoted under the ambient reaction conditions using a facile ligand system, inexpensive siloxanes, and low catalytic loading (See Figure 128).…”

“…The Cu@C was generated by the facile pyrolysis of HKUST‐1 (Cu 3 (BTC) 2 , BTC=1,3,5‐benzenetricarboxylate) (See Figure 127). [132] …”

Cu-Catalyzed Aerobic Oxidation of Di-tert-butyl Hydrazodicarboxylate to Di-tert-butyl Azodicarboxylate and Its Application on Dehydrogenation of 1,2,3,4-Tetrahydroquinolines under Mild Conditions

“…However, these dehydrogenations are less attractive from the viewpoint of sustainable and green chemistry because a stoichiometric amount of azodicarboxylate is required and the corresponding hydrazodicarboxylate is produced as a byproduct. To address these issues, we envisioned a co-catalytic system consisting of azodicarboxylate-mediated dehydrogenation and aerobic oxidative regeneration of azodicarboxylate from hydrazodicarboxylate using molecular oxygen as a terminal oxidant . The suggested co-catalytic system requires a catalytic amount of azodicarboxylate and produces water as the sole byproduct.…”

New and Advanced Porous Carbon Materials in Fine Chemical Synthesis. Emerging Precursors of Porous Carbons

“…A Cz-MOF-253-800 sample is able to stabilize highly dispersed ultrafine Pd 0 nanoparticles (1 nm), by using the impregnation method followed by thermal treatment, as a heterogeneous catalyst for tandem reactions, comprising Knoevenagel condensation of benzaldehyde and malononitrile followed by C=C bond hydrogenation reaction, leading to the corresponding nitriles in excellent yields with total selectivity (99%) (Scheme 20). In the same way, porous carbon Cu@C obtained from direct carbonization of HKUST-1, Cu3(BTC)2 was reported as highly efficient and reusable porous carbon catalyst involved in the aerobic transformation of differently substituted benzaldehydes into benzonitriles (Scheme 21) [151]. The reaction takes place in the presence of 2,2,6,6-tetramethyl-1-piperidinyloxy (TEMPO) and ammonia, under O2 atmosphere, at 70 °C, giving the corresponding benzonitriles in good to excellent yields.…”