10599-59-4Relevant articles and documents
UNEXPECTED REGIOSELECTIVE DIELS-ALDER CYCLOADDITION REACTIONS BETWEEN 3-FLUOROBENZYNE AND 2-ALKYLFURANS
Gribble, Gordon W.,Keavy, Daniel J.,Branz, Stephen E.,Kelly, William J.,Pals, Mark A.
, p. 6227 - 6230 (1988)
The Diels-Alder reaction between 3-fluorobenzyne (1) and 2-alkylfurans (2) gives a mixture of syn adduct 3 and anti adduct 4.The syn cycloadduct invariably predominates and the regioselectivity increases in the order: R= Me Et i-Pr t-Bu, to a maximum of 90percent syn adduct 3d for 2-tert-butylfuran.These results are rationalized in terms of a concerted nonsynchronous transition state that reflects an alkyl steric effect and a polarized aryne 1.
Activation of sp3 and sp2 C-H bonds of oxygen containing heterocyclic molecules for alkylation and arylation reactions catalyzed by an iron complex
Gartia, Yashraj,Ramidi, Punnamchandar,Cheerla, Sreevishnu,Felton, Charlette M.,Jones, Darin E.,Das, Bhaskar C.,Ghosh, Anindya
, p. 253 - 259 (2014/07/07)
Activation of both sp3 and sp2 CH bonds is reported using an efficient iron(III) complex (1) of a ligand (N2,N6-bis(2,6- diisopropylphenyl)pyridine-2,6-dicarboxamide: L). The iron(III) complex showed catalytic activity of CC coupling reaction of oxygen containing heterocycles, e.g. tetrahydrofuran (THF), with various alkyl, allyl and aryl Grignard reagents under ambient reaction conditions. Complex 1 demonstrated excellent activity and reactions were completed within 30 min to 1 h. A high turnover frequency (TOF) of 1700 h-1 using a low catalyst loading of 0.02 mol% was obtained for the reaction. Interestingly, the catalyst was selective in activation of the CH bond adjacent to the oxygen in various oxygen containing heterocyclic molecules to yield 2-substitituted products.
Eine kurze und hoch stereoselektive Synthese des 1,10-seco-Eudesmanolids Ivangulin
Metz, Peter,Stoelting, Joern,Laege, Mechtild,Krebs, Bernt
, p. 2275 - 2276 (2007/10/02)
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