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Syntheses of Zindoxifene and Analogues by Titanium-Induced Oxo-Amide Coupling

✍ Scribed by fürstner, Alois ;Jumbam, Denis N. ;Seidel, Günter


Publisher
Wiley (John Wiley & Sons)
Year
1994
Tongue
English
Weight
644 KB
Volume
127
Category
Article
ISSN
0009-2940

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✦ Synopsis


Abstract

Highly reactive titanium on graphite is used to reductively cyclize electron‐rich acylamino carbonyl compounds 7, 8, 12, 14, and 16 to the corresponding indole derivatives 9, 10, 13, 15, and 17. Compound 9b is a known precursor of the mammary tumor‐inhibiting compound zindoxifene (2). The other products are new analogues of this anticancer drug, exhibiting the substitution pattern previously recognized to be essential for high pharmacological activity.


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