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2,2′‐Biindolyl Reactions with Aldehydes
Author(s) -
Koch Daniel,
Koch Eva,
Desarbre Eric,
Stensland Birgitta,
Svensson Per H.,
Bergman Jan
Publication year - 2016
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201501561
Subject(s) - chemistry , benzaldehyde , formaldehyde , molecule , oxidative coupling of methane , organic chemistry , polymer chemistry , medicinal chemistry , catalysis
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.