74262-30-9Relevant academic research and scientific papers
Visible-Light-Driven Aryl Migration and Cyclization of α-Azido Amides
Liang, Siyu,Wei, Kaijie,Lin, Yajun,Liu, Tuming,Wei, Dian,Han, Bing,Yu, Wei
supporting information, p. 4527 - 4531 (2021/06/28)
This paper reports two new visible-light-promoted radical reactions of α-azido amides. By catalysis of [Ir(ppy)2(dtbbpy)]PF6 with i-Pr2NEt as the reducing agent, N-aryl α-azido tertiary amides were first converted to the corresponding aminyl radicals through reduction of the azido group; the aminyl radicals then underwent N-to-N aryl migration to give α-anilinyl-functionalized amides. α-Azido secondary amides, on the other hand, reacted with the solvent ethanol and i-Pr2NEt to afford the imidazolinone products.
Copper-Catalyzed Amination of Congested and Functionalized α-Bromocarboxamides with either Amines or Ammonia at Room Temperature
Ishida, Syo,Takeuchi, Kentaro,Taniyama, Nobuhiro,Sunada, Yusuke,Nishikata, Takashi
supporting information, p. 11610 - 11614 (2017/09/11)
There are several reports on the synthesis of alkylamines, but most of the reported methods are not suitable for the synthesis of hindered amines. In this research, we found that a copper catalyst is effective for the formation of congested C?N bonds at room temperature. Control experiments revealed that a copper amide is a key intermediate. Moreover, when a chiral amine was used, a quaternary carbon stereogenic center was created with good selectivity.
Hindered Amines. Synthesis of Hindered Acyclic α-Aminoacetamides
Lai, John T.
, p. 3671 - 3673 (2007/10/02)
Hindered amines and their nitroxyl radicals are useful in spin-label studies as nonnucleophilic bases and as stabilizers for polymers against UV degradation.Hindered acyclic α-aminoacetamides (3, R5 = aryl, tert-butyl; R6 = H) can be synthesized from amines, ketones, and chloroform with 50percent sodium hydroxide solution in phase-transfer-catalyzed reactions.Nucleophilic secondary amines will undergo the same reactions while bulky ones fail.Mixed 3 can be prepared from different amines according to their nucleophilicities. 1,1-Dialkyl-2,2-dichlorooxirane (5) is believedto be the reactive intermediate.Imines are sometimes formed as byproducts through the opening of a carbon-carbon bond in the oxirane ring by amines.Thus, tert-butylcyclohexylamine (7) is obtained in 62percent yield after hydrogenation of the crude imine from tert-butylamine, cyclohexanone, and chloroform.
