56765-81-2Relevant academic research and scientific papers
REACTION OF 2- AND 4-VINYLPYRIDINES WITH PHENACYLPYRIDINIUM YLIDS
Terent'ev, P. B.,Vinogradova, S. M.,Kost, A. N.
, p. 506 - 511 (2007/10/02)
The reaction of 2- and 4-vinylpyridines with 3-substituted phenacylpyridinium ylids takes place regioselectively with the formation of only 6-substituted 1-pyridyl-3-aroylindolizines.The reaction of the same ylids with dimethyl acetylenedicarboxylate gives a mixture of isomeric 6- and 8-substituted 1,2-dicarbomethoxy-3-aroylindolizines.In the analogous reaction of 2-bromo-1-phenacylpyridinium ylid, in addition to the corresponding 5-bromoindolizine, the product of its spontaneous cyclization, viz., 4,5-dicarbomethoxy-6-oxo-(6H)-10c-azaacephenanthrylene, was isolated.
