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

DN Jumbam, G Seidel

Index: Fuerstner, Alois; Jumbam, Denis N.; Seidel, Guenter Chemische Berichte, 1994 , vol. 127, # 6 p. 1125 - 1130

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Citation Number: 6

Abstract

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 ...