312693-22-4Relevant academic research and scientific papers
Continuous flow Negishi cross-couplings employing silica-supported: Pd-PEPPSI - IPr precatalyst
Price, Gregory A.,Bogdan, Andrew R.,Aguirre, Ana L.,Iwai, Toshiyuki,Djuric, Stevan W.,Organ, Michael G.
, p. 4733 - 4742 (2016/07/11)
The synthesis of a triethoxysilyl functionalised Pd-PEPPSI-IPr complex prepared via azide-alkyne cycloaddition is described. The complex was immobilised onto silica gel and applied as a heterogeneous catalyst in the Negishi reaction. The catalyst was active in both batch and continuous flow operation and was particularly effective for the coupling of heteroaryl chlorides. Long-term continuous flow experiments demonstrated good catalyst activity over fifteen hours.
Directed nickel-catalyzed negishi cross coupling of alkyl aziridines
Nielsen, Daniel K.,Huang, Chung-Yang,Doyle, Abigail G.
supporting information, p. 13605 - 13609 (2013/09/24)
Herein we report a nickel-catalyzed C-C bond-forming reaction between simple alkyl aziridines and organozinc reagents. This method represents the first catalytic cross-coupling reaction employing a nonallylic and nonbenzylic Csp3-N bond as an electrophile. Key to its success is the use of a new N-protecting group (cinsyl or Cn) bearing an electron-deficient olefin that directs oxidative addition and facilitates reductive elimination. Studies pertinent to elucidation of the mechanism of cross coupling are also presented.
