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2,2 '-Biindolyl Reactions with Aldehydes
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2016 (English)In: European Journal of Organic Chemistry, ISSN 1434-193X, E-ISSN 1099-0690, no 7, 1389-1396 p.Article in journal (Refereed) PublishedText
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. no 7, 1389-1396 p.
Keyword [en]
Transannular reactions, Nitrogen heterocycles, Dehydrogenation, Carbocycles, Macrocycles, Aldehydes
National Category
Organic Chemistry
Identifiers
URN: urn:nbn:se:kth:diva-185645DOI: 10.1002/ejoc.201501561ISI: 000372848000022ScopusID: 2-s2.0-84960316080OAI: oai:DiVA.org:kth-185645DiVA: diva2:923614
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QC 20160227

Available from: 2016-04-27 Created: 2016-04-25 Last updated: 2016-04-27Bibliographically approved

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Svensson, Per H.
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Applied Physical Chemistry
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