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
收藏
页码：332 / 336
页数：5
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