137401-54-8Relevant academic research and scientific papers
Catalyst- and Reagent-Free Formal Aza-Wacker Cyclizations Enabled by Continuous-Flow Electrochemistry
Huang, Chong,Li, Zhao-Yu,Song, Jinshuai,Xu, Hai-Chao
supporting information, p. 11237 - 11241 (2021/04/09)
The development of efficient and sustainable methods to access saturated N-heterocycles is of great importance because of the prevalence of these structures in natural products and bioactive compounds. Pd-catalyzed aza-Wacker type cyclization is a powerful method and provides access to N-heterocycles bearing an alkene moiety available for further synthetic manipulations from readily available materials. Herein we disclose a catalyst- and reagent-free formal aza-Wacker type cyclization reaction for the synthesis of functionalized saturated N-heterocycles. Key to the success is to conduct the reactions in a continuous-flow electrochemical reactor without adding supporting electrolyte or additives. The reactions are characterized by broad tolerance of di-, tri- and tetrasubstituted alkenes.
Diverse N-Heterocyclic Ring Systems via Aza-Heck Cyclizations of N-(Pentafluorobenzoyloxy)sulfonamides
Hazelden, Ian R.,Ma, Xiaofeng,Langer, Thomas,Bower, John F.
, p. 11198 - 11202 (2016/10/13)
Aza-Heck cyclizations initiated by oxidative addition of Pd0-catalysts into the N?O bond of N-(pentafluoro-benzoyloxy)sulfonamides are described. These studies, which encompass only the second class of aza-Heck reaction developed to date, provide direct access to diverse N-heterocyclic ring systems.
Stereoselectivity in Electrophile-Mediated Cyclisations. AgI-Catalysed Synthesis of Disubstituted Pyrrolidines; Crystal Structure of cis-5-Phenyl-N-tosylpyrrolidin-2-ylmethyl 4-Bromobenzoate
Gallagher, Timothy,Jones, Stephen W.,Mahon, Mary F.,Molloy, Kieran C.
, p. 2193 - 2198 (2007/10/02)
A series of phenyl-substituted allenic sulphonamides 5, 6 and 7 have been prepared and shown to undergo AgI-catalysed cyclisation to give the corresponding 2,5-, 2,4- and 2,3-disubstituted N-sulphonylpyrrolidines 8, 9, and 10 respectively.The i
