Silver‐Nanowire‐Catalyzed Three‐Component Coupling of Carbon Dioxide, Amines and Propargylic Alcohols for the Synthesis of β‐Oxopropyl Carbamates

Abstract

Both one-dimensional silver nanowires(AgNWs) and spherical silver nanoparticles (Ag NPs) were synthesized with good dispersity and uniformity. In the presence of 4,4'dimethylaminopyridine (DMAP), the Ag NWs could catalyze the three-component coupling of carbon dioxide, secondary amines, and propargylic alcohols efficiently, furnishing a range of structurally diverse β-oxopropyl carbamatesin good to excellent yields, whereas the Ag NPs had a lower catalytic activity under similar reaction conditions. Moreover, the Ag NWs could be recycled and reused at least up to four times without significant loss of catalytic activity. and CO 2 was introduced from a cylinder. The reaction was carried out at the selected temperature under magnetic stirring for 12 h. After the reaction was completed, the vessel was cooled to room temperature and the pressure was released slowly to atmospheric pressure. Then reaction mixture was extracted with EtOAc (15 mL) and then filtered. The volatile compounds were removed under vacuum and the crude residue was separated by column chromatography on silica gel (eluting with petroleum ether/ethyl acetate) to give the desired product 3.

Ag Nanoparticles Anchored on Nanotubular Porous Porphyrin Networks for Carboxylative Cyclization of Propargyl Alcohols with CO2

“…No iron was detected upon the XPS full spectrum of NT‐PPN, revealing the complete removal of iron species of the precursor Fe‐HCP. In the high‐resolution spectra, the Ag 3 d spectrum of the Ag@NT‐PPN exhibits two peaks at 373.6 and 367.6 eV, which corresponded to the spin states of Ag (Ag 3 d 3/2 and Ag 3 d 5/2 , respectively) [21] . It can be clearly seen that FT‐IR spectra of Ag@NT‐PPN show no obvious difference comparing to that of NT‐PPN (Figure S1).…”

“…In the high-resolution spectra, the Ag 3d spectrum of the Ag@NT-PPN exhibits two peaks at 373.6 and 367.6 eV, which corresponded to the spin states of Ag (Ag 3d 3/2 and Ag 3d 5/2 , respectively). [21] It can be clearly seen that FT-IR spectra of Ag@NT-PPN show no obvious difference comparing to that of NT-PPN (Figure S1). This result demonstrates that the chemical structure of NT-PPN remains nearly constant after Ag decoration.…”

Synthesis ofβ-Oxopropylcarbamates Catalyzed by ZnO/Ionic Liquids under Atmospheric CO2

“…其中炔丙醇、CO 2 、仲胺三组分以 "一锅法"反应生成 β-羰基氨基甲酸酯具有后处理操作 简便、原子经济性高及对环境友好等优点, 因此受到了 广泛关注. 目前已经开发出了 Ru [15][16] 、 Fe [17][18] 、 Ag [19][20][21][22][23] 、 Cu [24][25] 、有机小分子 [26] 等多种单相或多相催化剂 [27][28][29] .…”