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Convenient Synthesis of 3‐Cinnamoyl‐2‐styrylchromones: Reinvestigation of the Baker–Venkataraman Rearrangement
Author(s) -
Königs Pia,
Neumann Olivia,
Kataeva Olga,
Schnakenburg Gregor,
Waldvogel Siegfried R.
Publication year - 2010
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.201000957
Subject(s) - chemistry , acetophenone , sequence (biology) , solubility , molecule , stereochemistry , combinatorial chemistry , organic chemistry , computational chemistry , catalysis , biochemistry
An efficient and straightforward, one‐pot sequence gives access to highly functionalized 3‐cinnamoyl‐2‐styrylchromones in excellent yields. The low solubility of the target molecules allows convenient isolation. The formation of an α,α‐dicinnamoylated acetophenone, as a consequence of a two‐fold Baker–Venkataraman sequence, has to be anticipated.