207409-19-6Relevant academic research and scientific papers
Synthesis of Polysubstituted 2-Iodoindenes via Iodonium-Induced Cyclization of Arylallenes
Grandclaudon, Charlotte,Michelet, Véronique,Toullec, Patrick Y.
supporting information, p. 676 - 679 (2016/03/01)
A new chemoselective iodocarbocyclization of allenyl arenes was developed leading to the formation of 2-iodoindenes. In acetonitrile or nitromethane, electrophilic sources of iodine cations react selectively with the C2-C3 double bond of 1-arylallenes to give, after anti nucleophilic attack of the aromatic ring, 2-iodoindene products in high yields. Variations of the allenic skeletons revealed the high 5-endo selectivity and some competitive pathways of cyclization. Postfunctionalization reactions of the carbon-iodine bond, via Pd- and Cu-cross-couplings, gave rise to substituted indenes in good to excellent yields. (Chemical Equation Presented).
Silver-catalyzed efficient synthesis of vinylene carbonate derivatives from carbon dioxide
Ugajin, Rie,Kikuchi, Satoshi,Yamada, Tohru
supporting information, p. 1178 - 1180 (2014/05/20)
It was found that the silver salt and base was an efficient catalytic system for the reaction of the secondary propargylic alcohol with carbon dioxide to afford various corresponding vinylene carbonate derivatives in good to high yields under mild conditions. Georg Thieme Verlag Stuttgart New York.
A concise access to (polyfluoroaryl)allenes by Cu-catalyzed direct coupling with propargyl phosphates
Nakatani, Akihiro,Hirano, Koji,Satoh, Tetsuya,Miura, Masahiro
experimental part, p. 2586 - 2589 (2012/07/30)
A copper-based catalyst system for the direct coupling of polyfluoroarenes with propargyl phosphates has been developed. The catalysis can provide a rapid and concise access to (polyfluoroaryl)allenes, which can be important building blocks for the synthesis of fluorinated functional materials.
Regioselective cyclizations utilizing a gold-catalyzed [3,3] propargyl ester rearrangement
Cran, John W.,Krafft, Marie E.
supporting information, p. 9398 - 9402 (2012/10/29)
Switch-Au-roo: A new strategy for the regioselective synthesis of unsaturated carbocycles by chemoselective activation of a Rauhut-Currier zwitterion surrogate, formed from the Au-catalyzed [3,3] sigmatropic rearrangement of propargylic esters, has been achieved. By reversing the regiochemistry of the propargyl ester the synthesis of either the endo- or exocyclic enones is feasible.
