36837-53-3Relevant academic research and scientific papers
Revisiting Arene C(sp2)?H Amidation by Intramolecular Transfer of Iridium Nitrenoids: Evidence for a Spirocyclization Pathway
Hwang, Yeongyu,Park, Yoonsu,Kim, Yeong Bum,Kim, Dongwook,Chang, Sukbok
supporting information, p. 13565 - 13569 (2018/09/25)
Two mechanistic pathways, that is, electrocyclization and electrophilic aromatic substitution, are operative in most intramolecular C?H amination reactions proceeding by metal nitrenoid catalysis. Reported here is an alternative mechanistic scaffold leading to benzofused δ-lactams selectively. Integrated experimental and computational analysis revealed that the reaction proceeds by a key spirocyclization step followed by a skeletal rearrangement. Based on this mechanistic insight, a new synthetic route to spirolactams has been developed.
Transition Metal Free C-N Bond Forming Dearomatizations and Aryl C-H Aminations by in Situ Release of a Hydroxylamine-Based Aminating Agent
Farndon, Joshua J.,Ma, Xiaofeng,Bower, John F.
supporting information, p. 14005 - 14008 (2017/10/17)
We outline a simple protocol that accesses directly unprotected secondary amines by intramolecular C-N bond forming dearomatization or aryl C-H amination. The method is dependent on the generation of a potent electrophilic aminating agent released by in situ deprotection of O-Ts activated N-Boc hydroxylamines.
A Simple and Broadly Applicable C?N Bond Forming Dearomatization Protocol Enabled by Bifunctional Amino Reagents
Ma, Xiaofeng,Farndon, Joshua J.,Young, Tom A.,Fey, Natalie,Bower, John F.
supporting information, p. 14531 - 14535 (2017/10/18)
A C?N bond forming dearomatization protocol with broad scope is outlined. Specifically, bifunctional amino reagents are used for sequential nucleophilic and electrophilic C?N bond formations, with the latter effecting the key dearomatization step. Using t
