- Cross Mannich Reaction of Aldehydes; Efficient Synthesis of Substituted Pyridines
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Symmetrically and unsymmetrically substituted pyridines were obtained in highly efficient one-pot procedures starting from α-unbranched aldehydes and iminium salts.
- Winter, Andreas,Risch, Nikolaus
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p. 2667 - 2670
(2007/10/03)
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- Acid- or base-promoted photostimulated homolytic tert-butylation of pyridines and thiophenes
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Regioselective photostimulated homolytic tert-butylations for heteroaromatics such as pyridines or thiophenes are investigated with tert-butylmercury(II) chloride in the presence of toluene-p-sulfonic acid (PTSA) or 1,4-diaza-bicyclo[2.2.2]octane (DABCO)
- Kim,Jeon,Han,Park,Jun
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p. 2035 - 2039
(2007/10/03)
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- Thermal Rearrangement of N-Arylmethyl- and N-Alkyl-2,2-dihalogenocyclopropyl Imines
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An extended study of the thermal isomerization of 1-substituted 2,2-dihalogenocyclopropyl imines is reported.The thermolysis of N-arylmethyl-2,2-dichlorocyclopropanecarbaldimines 15a-h produces 2-aryl- 16a-h and 2-aryl-4-chloro-pyridine derivatives 17a-h, while N-cyclopropyl imines 15i, j yielded N-alyklchloropyrroles.The 2,2-dibromocyclopropane analogue undergoes thermolysis at lower temperatures.An ionic mechanism triggered by the halide ion dissociation is proposed for the thermal rearrangement on the basis of a study using deuterated imine 15m, and the effects of additives and solvents.On the other hand, difluorocyclopropyl imine undergoes a homolytic cleavage of cyclopropane 1,3-bond with lower activation energy than the dichlorocyclopropyl imine, and afforded the N-alykl-3-fluoropyrrole derivative preferentially.
- Kagabu, Shinzo,Ando, Chihaya,Ando, Junko
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p. 739 - 752
(2007/10/02)
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- Alkylation of Pyridine in Free Radical Chain Reactions Utilizing Alkylmercurials
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Pyridines or N,N,N',N'-tetramethyl-p-phenylenediamine will undergo a photostimulated free radical chain reaction with alkylmercury halides or carboxylates, yielding ring alkylated substitution products.Alkene mercuration products (R1CH(Y)CH(R2)HgX with Y=HO, RO, CH3CONH; X=Cl, CH3CO2, CF3CO2) can be used without isolation for the alkylation reaction
- Russell, Glen A.,Guo, Deliang,Khanna, Rajive K.
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p. 3423 - 3425
(2007/10/02)
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