Cp*RuCl-catalyzed [2 + 2 + 2] cycloadditions of α,ω- diynes with electron-deficient carbon-heteroatom multiple bonds leading to heterocycles
In the presence of a catalytic amount of Cp*RuCl(cod), 1,6-diynes were allowed to react chemoand regioselectively with electron-deficient nitriles and heterocumulenes at 60-90°C to afford heterocyclic compounds. The mechanism of the ruthenium-catalyzed regioselective formations of bicyclic pyridines and pyridones were analyzed on the basis of density functional calculations. Cyclocotrimerizations of ethyl propiolate with ethyl cyanoformate or propyl isocyanate gave rise to two of the four possible pyridine or pyridone regioisomers.
The preparation of pyridinecarboxylates from chloropyridines by the palladium-catalyzed alkoxycarbonylation
The preparation of pyridinecarboxylates and pyridinedicarboxylates by alkoxycarbonylation of chloropyridines with carbon monoxide in the presence of palladium acetate and 1,1'-bis(diphenylphosphino)ferrocene is described. The process uses readily available starting materials and affords pyridinecarboxylates in good to very good yields.
Bessard, Yves,Crettaz, Roger
p. 2589 - 2602
(2007/10/03)
Preparation and inverse-electron-demand diels-alder reaction of an electron-deficient heterocyclic azadiene: Triethyl 1,2,4-triazine-3,5,6-tricarboxylate and 2,3,6-tricarboethoxypyridine
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Boger, Dale L.,Panek, James S.,Yasuda, Masami
p. 142 - 142
(2017/05/20)
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