In competition experiments, alkenes tethered to pyridyl groups were found to undergo indium catalysed hydrogenation more quickly than alkenes tethered to phenyl groups. This is in marked contrast to the results for hydrogenation of some of the individual substrates where alkenes tethered to pyridyl groups were reduced much more slowly than their phenyl counterparts.
Microwave assisted rapid preparation of N-alkyl-2-pyridones under neutral conditions by Hilbert-Johnson reaction
The reactions of 2-methoxypyridine with haloalkanes without solvent and catalyst under microwave irradiation (100-200 °C, 5 min) yielded the corresponding N-alkyl-2(1H)-pyridones in good to moderate yields. However, the reactions were sensitive to length of haloalkanes. In contrast, the reactions of 2-alkoxypyridines with corresponding iodoalkanes under microwave irradiation (150 °C) proceeded rapidly without catalyst and solvent, and were complete within 5 min to afford N-alkyl-2(1H)-pyridones in good to excellent yields. The Japan Institute of Heterocyclic Chemistry.
Microwave-assisted silver(I)-mediated selective O-alkylation of aromatic imidate systems
A novel microwave-assisted protocol has been developed for the selective O-alkylation of aromatic imidate systems with various halides under microwave irradiation using silver carbonate as the base. Products were obtained in short reaction time and in excellent yields. Georg Thieme Verlag Stuttgart.
Singh, Brajendra K.,Cavalluzzo, Claudia,De Maeyer, Marc,Debyser, Zeger,Parmar, Virinder S.,Van Der Eycken, Erik
experimental part
p. 2725 - 2728
(2010/01/21)
Auxiliary accelerated reactions: Towards the use of catalytic chiral auxiliaries
In competition experiments, the acceleration of reactivity of alkenes tethered to pyridyl groups compared with the corresponding alkenes tethered to phenyl groups in the presence of transition metals was demonstrated for two reaction types: Diels-Alder cycloaddition of enoate esters and catalytic hydrogenation of allylic and homoallylic ethers. The rate accelerations observed are of crucial importance in the development of a new concept for asymmetric catalysis: chiral auxiliaries which can function in a catalytic manner.
Westwell, Andrew D.,Williams, Jonathan M. J.
p. 13063 - 13078
(2007/10/03)
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