Elimination reactions of N-alkyl-N-chlorothenylamines promoted by MeONa-MeOH and Et(2)NH-MeCN. Effect of the beta-aryl group on the imine-forming transition state.

Abstract

Elimination reactions of N-alkyl-N-chlorothenylamines 1-4 with MeONa-MeOH and Et(2)NH-MeCN have been studied kinetically. The elimination reactions are regiospecific, producing only the conjugated imines. The reactions are second order and exhibit substantial values of Hammett rho and k(H)/k(D), and an E2 mechanism is evident. The relative rates of… (More)

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@article{Pyun2005EliminationRO, title={Elimination reactions of N-alkyl-N-chlorothenylamines promoted by MeONa-MeOH and Et(2)NH-MeCN. Effect of the beta-aryl group on the imine-forming transition state.}, author={Sang Yong Pyun and Dong Choon Lee and Yoon Je Seung and Bong Rae Cho}, journal={The Journal of organic chemistry}, year={2005}, volume={70 13}, pages={5327-30} }