【摘要】 探讨钯活化分子内氰醇吲哚碳（Csp2）氢键对氰基（—CN）的加成环化反应,一步合成吲哚咔唑类化合物的可行性。用C₃、C₂、N₁吲哚位氰醇作原料对氰基的加成环化反应,经Pd活化分子内C—H键在温和（120℃）回流（24 h）的反应条件下,一锅法合成了14个吲哚衍生物（如四氢咔唑、吡啶吲哚、吲哚咔唑、2-氨基咔唑以及5-氨基咔唑）,产率达67%～98%。所有产物用熔点、¹HNMR、¹³CNMR、MS和IR等仪器进行了结构表征,用福井函数及信息熵关联了24个衍生物的亲电（核）活性与药物半致死量(LD₅₀)之间的函数关系,找到了2个相关性好的（R²=0.8～0.9）线性方程式。更多还原

【Abstract】 The feasibility of one-pot synthesis of indole carbazole compounds by palladium-catalyzed addition cyclization of cyano group（—CN） by intramolecular cyanohydrin indole hydrocarbon bond（Csp²） was investigated. A series of functionalized [1,2-a] indole, tetrahydrocarbazole and indolo-7,8-membered carbazole compounds and 2,3,4-tetrahydro-carbazole were synthesized by palladium-catalyzed cycloaddition of cyano groups to indole at C₃, C₂, N₁ sites under mild reflux conditions. Fourteen compounds were synthesized with yields of 67%～98%. All the products were characterized by melting point, ¹ H NMR, ¹³ C NMR, MS and IR. Finally, the active sites of reactants were predicted by Fukui function with Materials Studio 8.0 packs and Gaussion 09 W. Two linear equations with good correlation were found.更多还原