2′-Oxo-1′,2′-dihydrospiro[cyclopropane-1,3′-indole]-2,2,3,3-tetracarbonitriles reacted with oxygencentered nucleophiles to form addition products at the cyano groups with conservation of the three-membered ring. Reactions of the title compounds with alcohols required the presence of base catalyst, and the products, 2-amino-4,4-dialkoxy-2′-oxo-1′,2′-dihydrospiro[3-azabicyclo[3.1.0]hex-2-ene-6,3′-indole]-1,5-dicarbonitriles, were converted into the corresponding 2-imino-2′,4-dioxospiro[3-azabicyclo[3.1.0]hexane-6,3′-indole]-1,5-dicarbonitriles and 2,2′,4-trioxospiro[3-azabicyclo[3.1.0]hexane-6,3′-indole]-1,5-dicarbonitriles by the action of acetic and sulfuric acids, respectively. The reactions with ketone oximes occurred in the absence of a catalyst, yielding 2-amino-4,4-bis(alkylideneaminooxy)-2′-oxo-1′,2′-dihydrospiro[3-azabicyclo[3.1.0]hex-2-ene-6,3′-indole]-1,5-dicarbonitriles. The reactions with thiols, aliphatic amines, and anilines were accompanied by opening of the three-membered ring. In the reactions with triphenylphosphine and thiols 2-(2-oxo-2,3-dihydro-1H-indol-3-ylidene)malononitrile was obtained, while morpholine and N,N-dimethylaniline gave rise, respectively, to 3,3-diaryl-and 3,3-dimorpholino-1H-indol-2(3H)-ones and tri- and dicyanoethylene derivatives.

中文翻译：

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2'-氧代-1'，2'-二氢螺[环丙烷-1,3'-吲哚] -2,2,3,3-四腈与亲核试剂的反应

2'-Oxo-1'，2'-二氢螺[环丙烷-1,3'-吲哚] -2,2,3,3-四碳腈与以氧为中心的亲核试剂反应，在氰基上形成加成产物，并保留三个-成员环。标题化合物与醇的反应需要存在碱催化剂，并且需要生成2-氨基-4,4-二烷氧基-2'-氧代-1'，2'-二氢螺基[3-氮杂双环[3.1.0] hex将-2-烯-6,3'-吲哚] -1,5-二腈转化为相应的2-亚氨基-2'，4-二氧杂螺[3-氮杂双环[3.1.0]己烷-6,3'-吲哚] -1,5-二腈和2,2'，4-三氧杂螺[3-氮杂双环[3.1.0]己烷-6,3'-吲哚] -1,5-二腈在乙酸和硫酸的作用下，分别。与酮肟的反应在不存在催化剂的情况下发生，产生2-氨基-4,4-双（亚烷基亚氨基氧基）-2'-氧代-1'，2'-二氢螺环[3-氮杂双环[3.1]。0]己-2-烯-6,3'-吲哚] -1,5-二碳腈。与硫醇，脂肪族胺和苯胺的反应伴随着三元环的打开。在与三苯基膦和硫醇的反应中2-（2-oxo-2,3-dihydro-1获得了H-吲哚-3-亚烷基）丙二腈，而吗啉和N，N-二甲基苯胺分别生成了3,3-二芳基-和3,3-二吗啉代-1 H -indol-2（3 H）-一和三氰基和二氰基乙烯衍生物。