144564-33-0Relevant academic research and scientific papers
Cycloadditions of Indolizine-3-carbonitriles with Dimethyl Acetylenedicarboxylate: Formation of Cyclazines and 1:2 Adducts
Matsumoto, Kiyoshi,Uchida, Takane,Yoshida, Hiroshi,Toda, Mitsuo,Kakehi, Akikazu
, p. 2437 - 2442 (1992)
Reactions of indolizine-3-carbonitriles with dimethyl acetylenedicarboxylate (DMAD), in the presence of Pd-C, gave the corresponding cyclazines in low to moderate yields, whereas, in the absence of Pd-C, the same reactions afforded 1:2 molar products.The X-ray analysis of one of the 1:2 adducts established that the structure was dimethyl 2-cyano-3-styrylpyrrole-1,4-dicarboxylate.A possible mechanism is presented.
