S. Minakata, S. Itoh, M. Komatsu
Nov 1, 1992
Citations
0
Influential Citations
15
Citations
Journal
Bulletin of the Chemical Society of Japan
Abstract
Functionalization of 1H-pyrrolo[2,3-b]pyridine (7-azaindole) was studied to provide new compounds directing toward agrochemicals and/or functional materials. Amino groups such as NH2, NH(CH2)2NH2, and NH(CH2)2NH(CH2)2NH2 were introduced onto 6-position of 7-azaindole to form multidentate agents. 6-Amino and 6-iodo derivatives were easily converted to podant-type compounds, N,N′-bis(1H-pyrrolo[2,3-b]pyridin-6-yl)-1,3-benzenedicarboxamide and bis(1H-pyrrolo[2,3-b]pyridin-6-yl)acetylene, respectively. Polyacetylene having 1H-pyrrolo[2,3-b]pyridyl group as a pendant was obtained by polymerization of 6-ethynyl-7-azaindole synthesized by ethynylation of 6-bromo derivative. As functionalization at 3-position of 7-azaindole, syntheses of 3,3′-selenobis[1H-pyrrolo[2,3-b]pyridine] and the corresponding 3,3′-thio compound, as well as 3-carboxyethenyl- and 3-vinyl-7-azaindoles were performed. Some of these products exhibited high fungicidal activity.