Preparation of a series of highly hindered secondary amines, including bis(triethylcarbinyl)amine

Enantioselective Epoxidation of Dihydroquinolines by Using Iminium Salt Organocatalysts

“…3‐Chloro‐3‐methylbut‐1‐yne: 29 Calcium dichloride (23 g, 209 mmol), cuprous chloride (20 g, 204 mmol), copper powder (0.4 g, 6.67 mmol) and cold concentrated hydrochloric acid (250 mL) were added to a 2 L three‐neck flask equipped with a stirrer bar at 0 °C. The solution was left to stir for 5 min at 0 °C and the reaction mixture was purged with argon four times.…”

Catalyzed Propargylic Substitution

“…It was stated that the copper catalyst may form a reactive copper acetylide species that is responsible for the improved reactivity. This protocol was also followed by Rathke et al with more hindered amines 12. Also aminations of propargylic oxyphosphonium salts and triflates have been reported 13…”

Microwave‐assisted facile synthesis of propargylamine library by robust nitro functionalized cross‐linked polystyrene resin supported Cu NPs

“…One of the general and traditional ways of synthesizing propargylamine is through the amination of propargylic halides, propargylic phosphonates, or propargylic triflates and the nucleophilic addition of in situ generated metal acetylides to imines and enamines. However, all these methods require stoichiometric amounts of reagents that are highly moisture sensitive, poor atom economy, corrosive, generate large amounts of waste and require tedious workup during the reaction …”

“…However, all these methods require stoichiometric amounts of reagents that are highly moisture sensitive, poor atom economy, corrosive, generate large amounts of waste and require tedious workup during the reaction. [15][16][17][18][19][20] Recently, different homogenous catalysts such as CuCl, [21] CuBr, [22] CuI, [23] Cu (I) PF 6 -ligand, [24] CuCl 2 , [25] Fe-I 2 -CuBr, [26] and Cu (I) pybox complex [27] have been successfully used for the synthesis of propargylamine. However, to overcome disadvantages associated with homogenous catalysts such as poor recycling, stability, and handling in high scale industrial synthesis of propargylamine, heterogeneous catalysts have also been designed.…”