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The First Synthesis of Azapterocarpans and Azaisoflavans: A Convenient Route to 3‐Aryl‐1,2,3,4‐Tetrahydroquinolines
Author(s) -
Tőkés Adrienne L.,
Antus Sándor
Publication year - 1994
Publication title -
liebigs annalen der chemie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 0170-2041
DOI - 10.1002/jlac.199419940911
Subject(s) - chemistry , aryl , palladium , combinatorial chemistry , stereochemistry , catalysis , organic chemistry , alkyl
The first synthesis of the 5,6,6a,11a‐tetrahydro[1]benzofuro[3,2‐ c ]quinolines (5‐azapterocarpans) 1–4 has been achieved by palladium‐catalyzed arylation of the appropriately substituted 1,2‐dihydroquinolines 15 , 16 . The 5‐azapterocarpans 3 and 4 have been transformed into the 3‐aryl‐1,2,3,4‐tetrahydroquinolines (azaisoflavans) 24 and 26 , respectively, by reduction with Red‐Al®.
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