Synthesis of bis(indolyl)methanes Catalyzed by Triethylborane

被引：17

作者：

Garcia Merinos, J. Pablo ^{[1
,2
]}

Loez Ruiz, Heraclio ^{[1
]}

Lopez, Yliana ^{[2
]}

Rojas Lima, Susana ^{[1
]}

机构：

[1] Univ Autonoma Estado Hidalgo, Area Acad Quim, Mineral De La Reforma 42076, Hidalgo, Mexico

[2] Univ Michoacana, Inst Invest Quim Biol, Morelia 58030, Michoacan, Mexico

来源：

LETTERS IN ORGANIC CHEMISTRY | 2015年 / 12卷 / 05期

关键词：

Arsindoline B; bis(indolyl)methanes; indole; streptindole; triethylborane; INDOLE ALKALOIDS; MILD; ACID; METABOLITE; BACTERIUM;

D O I：

10.2174/1570178612666150220225335

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Triethylborane (TEB) was found to be a mild, efficient, and acid catalyst in electrophilic substitution reaction of indoles with aldehydes compounds to afford the corresponding bis(indolyl) methanes. Vibrindole A (5) and bis(indolyl) methanes derivatives 16 and 18 were synthesized using this methodology. Compound 16 is an intermediary in the synthesis of the natural bisindoles arsindoline B (2) and streptindole (6). The structure of vibrindole A (5) was unequivocally confirmed by a single crystal X-ray diffraction analysis.

引用

页码：332 / 336

页数：5

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