首页|吲哚基官能化邻碳硼烷的研究

吲哚基官能化邻碳硼烷的研究

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以炔丙基吲哚为原料,直接与硼烷发生加成反应,即可得到吲哚修饰的邻碳硼烷单C-H键活化衍生物(C8H6NCH2)-C2HB10H10,经过核磁共振波谱、高分辨质谱、X-射线单晶衍射表征,确定了该化合物的结构.结构表明,该化合物为正交晶系,P212121空间群.为了进一步拓展底物,在吲哚骨架上进一步衍生.采用曼尼希反应,在吲哚3-位引入四氢吡咯亚甲基,合成了化合物[3-(C4H8NCH2)C8H5NCH2]-C2HB10H10,该化合物为单斜晶系,C2/c空间群.该合成方法成功地将富电子吲哚基团引入到缺电子碳硼烷骨架中,为发展新型硼簇化合物的合成提供了一种新的方法.
Study of Indolyl Functionalization of o-Carborane
A mono C-H bond activation derivative (C8H6NCH2)-C2HB10H10 was synthesized by the direct addition reaction of propargyl indole with borane.It was characterized by NMR spectroscopy,high reso-lution mass spectrum and single crystal X-ray diffraction.The structure showed the compound was crys-tallized in orthorhombic crystal system,P212121 space group.In order to further expand the application,indole skeleton was modified at 3-position with tetrahydropyrrolyl methylene to synthesize compound[3-(C4H8NCH2)C8H5NCH2]-C2HB10H10 by Mannich reaction,with the crystal structure in monoclinic crystal system,C2/c space group.This synthetic method succeeded in introducing electron-rich indolyl to electron-deficient carborane skeleton,and provided a new approach for the synthesis of novel boron clus-ter compounds.

o-Carborane1,3-disubstituted indolefunctionalization of C-Hsynthesis

纪娴、易鑫磊、赵志伟、黄泽明、王芬华、张海燕

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安徽工程大学 化学与环境工程学院,安徽 芜湖 241000

安徽科瑞咨询服务有限公司 总经办,安徽 芜湖 241000

邻碳硼烷 1,3-双取代吲哚 C-H键官能化 合成

"洁净催化"安徽省重点实验室开放基金

LCCE-01

2024

安徽工程大学学报
安徽工程大学

安徽工程大学学报

影响因子:0.289
ISSN:2095-0977
年,卷(期):2024.39(3)
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