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2,2′-Biindolyl Reactions with Aldehydes
Rönninge College, Sweden.
Karo Bio, Sweden.
Basilea Pharmaceutica Ltd, Switzerland.
AstraZeneca, Sweden.
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2016 (English)In: European Journal of Organic Chemistry, ISSN 1434-193X, E-ISSN 1099-0690, Vol. 2016, no 7, p. 1389-1396Article in journal (Refereed) Published
Abstract [en]

2,2′-Biindolyl has been condensed with aromatic and aliphatic aldehydes and products featuring 10-membered rings have been obtained. Thus, benzaldehyde gave compound 24a as the primary product, which readily underwent transannular oxidative coupling to 25a. The structures of both compounds were confirmed by X-ray crystallography. The product from 2,2′-biindolyl and formaldehyde under strongly acidic conditions was slightly different leading to compound 11, whose structure also was confirmed by X-ray crystallography. In this case, two molecules of 2,2′-biindolyl reacted with six molecules of formaldehyde.

Place, publisher, year, edition, pages
Wiley-VCH Verlag , 2016. Vol. 2016, no 7, p. 1389-1396
Keywords [en]
Transannular reactions, Nitrogen heterocycles, Dehydrogenation, Carbocycles, Macrocycles, Aldehydes
National Category
Natural Sciences
Identifiers
URN: urn:nbn:se:ri:diva-407DOI: 10.1002/ejoc.201501561Scopus ID: 2-s2.0-84960316080OAI: oai:DiVA.org:ri-407DiVA, id: diva2:941636
Available from: 2016-06-22 Created: 2016-06-22 Last updated: 2019-06-10Bibliographically approved

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