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Paper | Regular issue | Vol 63, No. 4, 2004, pp.809 -818
Published online, 30th January, 2004
DOI: 10.3987/COM-03-9982
Some Reactions of 3-Phenyl-8-triphenylphosphoimino-1-azaazulene

Noritaka Abe,* Kentaro Nagamatsu, Kenji Tahara, and Hiroyuki Fujii

*Department of Chemistry, Faculty of Science, Yamaguchi University, Yoshida, Yamaguchi 753-8512, Japan


Reaction of 3-phenyl-8-triphenylphosphoimino-1-azaazulene (1) with arylaldehyde gave 2-aryl-4-phenyl-3H-1,2a-diazacyclopent[cd]azulenes. Reaction of 1 with trans-cinnamaldehyde gave 3-benzyl-1-pheny-2a,5-diazabenz[cd]azulene as cyclization product. Cycloaddition reaction of 1 with dimethyl acetylenedicarboxylate gave tetramethyl 4-phenyl-9,9b-diazaindeno[4,3a,3,2-bcd]azulene-1,2,3,9a-tetracarboxylate and hexamethyl 6-phenyl-3aH-10c-azaacephenanthryene-1,2,3,3a,4,5-hexacarboxylate.