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Syntheses of Zindoxifene and Analogues by Titanium-Induced Oxo-Amide Coupling (1994)

fürstner, Alois ; Jumbam, Denis N. ; Seidel, Günter

Weinheim : Wiley-Blackwell

Berichte der deutschen chemischen Gesellschaft 127 (1994), S. 1125-1130

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ISSN: 0009-2940

Keywords: Indoles, 2-aryl- ; Titanium graphite ; Zindoxifene ; Tumor-growth inhibitors ; Alkylidenation, intramolecular ; Chemistry ; Inorganic Chemistry

Source: Wiley InterScience Backfile Collection 1832-2000

Topics: Chemistry and Pharmacology

Notes: 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.

Type of Medium: Electronic Resource

URL: http://dx.doi.org/10.1002/cber.19941270624

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