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Synthesis of bis(indolyl)methanes Catalyzed by Triethylborane
Letters in Organic Chemistry ( IF 0.7 ) Pub Date : 2015-05-09 , DOI: 10.2174/1570178612666150220225335
J Pablo García Merinos 1 , Heraclio López Ruíz 2 , Yliana López 3 , Susana Rojas Lima 2
Affiliation  

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.

中文翻译:

三乙基硼烷催化合成双(吲哚基)甲烷

在吲哚与醛类化合物的亲电取代反应中,三乙基硼烷 (TEB) 被发现是一种温和、高效的酸性催化剂,可提供相应的双(吲哚基)甲烷。Vibrindole A (5) 和双(吲哚基)甲烷衍生物 16 和 18 是使用这种方法合成的。化合物 16 是合成天然双吲哚arsindoline B (2) 和streptindole (6) 的中间体。通过单晶 X 射线衍射分析明确证实了 vibrindole A (5) 的结构。
更新日期:2015-05-09
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