152302-84-6Relevant academic research and scientific papers
Palladium Catalyzed Stereoselective Arylation of Biocatalytically Derived Cyclic 1,3-Dienes: Chirality Transfer via a Heck-Type Mechanism
Dun?s, Petter,Kann, Nina,Kociok-K?hn, Gabriele,Lewis, Simon E.,Norrby, Per-Ola,Paterson, Andrew J.,Rahm, Martin
, p. 2464 - 2469 (2020)
Microbial arene oxidation of benzoic acid with Ralstonia eutropha B9 provides a chiral highly functionalized cyclohexadiene, suitable for further structural diversification. Subjecting this scaffold to a Pd-catalyzed Heck reaction effects a regio-and ster
Intramolecular Redox-Mannich Reactions: Facile Access to the Tetrahydroprotoberberine Core
Ma, Longle,Seidel, Daniel
supporting information, p. 12908 - 12913 (2015/09/07)
Cyclic amines such as pyrrolidine undergo redox-annulations with 2-formylaryl malonates. Concurrent oxidative amine α-C-H bond functionalization and reductive N-alkylation render this transformation redox-neutral. This redox-Mannich process provides regio
Synthesis of 2-bromo-1H-indenes via copper-catalyzed intramolecular cross-coupling of gem-dibromoolefins
Liu, Peijun,Tao, Kemei,Zhao, Liwen,Shen, Wang,Zhang, Jincun
scheme or table, p. 560 - 563 (2012/02/05)
A novel copper-catalyzed intramolecular C-C coupling reaction of activated methylene aromatic compounds with gem-dibromoolefins is described. The reaction can tolerate various functional groups and lead to efficient formation of 2-bromo-1H-indenes.
Sandmeyer reactions. Part 4. An investigation into the cyclisation modes of Pschorr phenanthrene synthesis
Hanson, Peter,Loevenich, P. Wilfried,Rowell, Simon C.,Walton, Paul H.,Timms, Allan W.
, p. 49 - 64 (2007/10/03)
Comparison of the cyclisation regiochemistries in the heterolysis and the copper-catalysed homolysis of methyl (E)-3-(2-diazoniophenyl)-2-(3-halophenyl)propenoate tetrafluoroborates indicates that the homolytic pathway involves direct closure of the six-membered ring and not a five-membered ring closure followed by ring expansion. From competition experiments in which homolytic cyclisation of the corresponding non-halogenated compound was run against hydrogen abstraction from hypophosphorous acid, a cyclisation rate constant kC = (3.0 +/- 0.5) x 109 s-1 at ambient temperature was estimated which, when used in conjunction with a literature value for the homolytic phenylation of benzene, allows evaluation of a statistically corrected effective molarity of 2 x 104 mol dm-3 for homolytic Pschorr phenanthrene closure. Regioselectivity considerations imply that, by contrast, heterolytic Pschorr phenanthrene closure exhibits unit effective molarity. A mechanistic rationale is presented to explain these patterns of behaviour.
