5267-53-8Relevant academic research and scientific papers
Synthesis of diarylmethylamines via palladium-catalyzed regioselective arylation of 1,1,3-triaryl-2-azaallyl anions
Li, Minyan,Yuecel, Baris,Adrio, Javier,Bellomo, Ana,Walsh, Patrick J.
, p. 2383 - 2391 (2014/05/20)
Diarylmethylamines are of great interest due to their prevalence in pharmaceutical chemistry. As a result, new methods for their synthesis are in demand. Herein, we report a versatile protocol for the synthesis of diarylmethylamine derivatives involving palladium-catalyzed arylation of in situ generated 2-azaallyl anion intermediates. The 2-azaallyl anions are generated by reversible deprotonation of readily available aldimine and ketimine precursors. Importantly, the arylated aldimine and ketimine products do not undergo isomerization under the reaction conditions. Scale-up of the arylation and hydrolysis of the resulting products to furnish diarylmethylamines were also successfully performed. This journal is the Partner Organisations 2014.
Asymmetric synthesis of diarylmethylamines by diastereoselective addition of organometallic reagents to chiral N-tert-butanesulfinimines: Switchover of diastereofacial selectivity
Plobeck, Niklas,Powell, David
, p. 303 - 310 (2007/10/03)
Diastereoselective addition of organometallic reagents to chiral N-tert-butanesulfinimines gave alkylated adducts in high yields and diastereoselectivities. Cleavage of the chiral auxiliary under mildly acidic conditions gave diarylmethylamines in high yi
Synthesis of potential inhibitors of squalenepoxidase with conformationanl fixation of the structural elements of Butenafine
Stanetty,Wallner
, p. 341 - 350 (2007/10/02)
The synthesis of the naphthalinemethanamines 6b-h is reported. To obtain products with conformative rigidity, substituents with gradually increased space demand were placed into the α-position. Since the direct reductive amination of the naphthylalkanones 3 with the amines 9 or 10 was only of very limited use the α-substituted naphthalinmethanamines 2 and 4 were synthesized as useful intermediates by various methods and the desired N-substitution pattern of the target compounds was subsequently built up applying - mostly reductive - alkylation methods.
