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Functionalization of 1H-Pyrrolo[2,3-b]pyridine
Bulletin of the Chemical Society of Japan ( IF 3.3 ) Pub Date : 1992-11-01 , DOI: 10.1246/bcsj.65.2992 Satoshi Minakata 1 , Shinobu Itoh 1 , Mitsuo Komatsu 1 , Yoshiki Ohshiro 1
Bulletin of the Chemical Society of Japan ( IF 3.3 ) Pub Date : 1992-11-01 , DOI: 10.1246/bcsj.65.2992 Satoshi Minakata 1 , Shinobu Itoh 1 , Mitsuo Komatsu 1 , Yoshiki Ohshiro 1
Affiliation
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.
中文翻译:
1H-吡咯并[2,3-b]吡啶的功能化
研究了 1H-吡咯并 [2,3-b] 吡啶(7-氮杂吲哚)的功能化,以提供针对农用化学品和/或功能材料的新化合物。氨基如 NH2、NH(CH2)2NH2 和 NH(CH2)2NH(CH2)2NH2 被引入到 7-氮杂吲哚的 6 位以形成多齿试剂。6-氨基和6-碘衍生物很容易转化为podant型化合物,N,N'-双(1H-吡咯并[2,3-b]吡啶-6-基)-1,3-苯二甲酰胺和双(1H) -吡咯并[2,3-b]吡啶-6-基)乙炔。由6-溴衍生物乙炔化合成的6-乙炔基-7-氮杂吲哚聚合得到具有1H-吡咯并[2,3-b]吡啶基作为侧链的聚乙炔。作为 7-氮杂吲哚的 3-位官能化,合成 3,3'-硒代双[1H-吡咯并[2,3-b]吡啶]和相应的 3,3'-硫代化合物,以及 3-羧基乙烯基-和 3-乙烯基-7-氮杂吲哚。这些产品中的一些表现出高杀真菌活性。
更新日期:1992-11-01
中文翻译:
1H-吡咯并[2,3-b]吡啶的功能化
研究了 1H-吡咯并 [2,3-b] 吡啶(7-氮杂吲哚)的功能化,以提供针对农用化学品和/或功能材料的新化合物。氨基如 NH2、NH(CH2)2NH2 和 NH(CH2)2NH(CH2)2NH2 被引入到 7-氮杂吲哚的 6 位以形成多齿试剂。6-氨基和6-碘衍生物很容易转化为podant型化合物,N,N'-双(1H-吡咯并[2,3-b]吡啶-6-基)-1,3-苯二甲酰胺和双(1H) -吡咯并[2,3-b]吡啶-6-基)乙炔。由6-溴衍生物乙炔化合成的6-乙炔基-7-氮杂吲哚聚合得到具有1H-吡咯并[2,3-b]吡啶基作为侧链的聚乙炔。作为 7-氮杂吲哚的 3-位官能化,合成 3,3'-硒代双[1H-吡咯并[2,3-b]吡啶]和相应的 3,3'-硫代化合物,以及 3-羧基乙烯基-和 3-乙烯基-7-氮杂吲哚。这些产品中的一些表现出高杀真菌活性。