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The First Synthesis of Azapterocarpans and Azaisoflavans: A Convenient Route to 3-Aryl-1,2,3,4-Tetrahydroquinolines

✍ Scribed by Tőkés, Adrienne L. ;Antus, Sándor

Publisher: John Wiley and Sons
Year: 1994
Tongue: English
Weight: 487 KB
Volume: 1994
Category: Article
ISSN: 0947-3440
DOI: 10.1002/jlac.199419940911

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✦ Synopsis

Abstract

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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