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Synthesis of 1-Substituted 1,2,3,4-Tetrahydroisoquinolines from Enamino Ketones

✍ Scribed by Tietze, Lutz F. ;Schimpf, Ralph ;Wichmann, Jürgen


Publisher
Wiley (John Wiley & Sons)
Year
1992
Tongue
English
Weight
689 KB
Volume
125
Category
Article
ISSN
0009-2940

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Synthesis of Functionalized 1,2,3,4-Tetr
✍ Tietze, Lutz F. ;Wichmann, Jürgen 📂 Article 📅 1992 🏛 John Wiley and Sons 🌐 English ⚖ 614 KB

## Abstract Reaction of tryptamine (1) with 2 and 3 gives the enamino ketones 4a and 5, resp., which on treatment with trifluoroacetic acid lead to the 2‐substituted indoles 8 and 9, respectively. Acylation of 4a followed by reaction with trifluoroacetic acid or a Lewis acid affords the 1,2,3,4‐tet