Pd-Catalyzed Reaction of Sterically Hindered Hydrazones with Aryl Halides: Synthesis of Tetra-Substituted Olefins Related to iso-Combretastatin A4

被引：110

作者：

Brachet, Etienne ^{[1
]}

Hamze, Abdallah ^{[1
]}

Peyrat, Jean-Francois ^{[1
]}

Brion, Jean-Daniel ^{[1
]}

Alami, Mouad ^{[1
]}

机构：

[1] Univ Paris 11, CNRS, Chim Therapeut Lab, Fac Pharm,BioCIS UMR 8076, F-92296 Chatenay Malabry, France

来源：

ORGANIC LETTERS | 2010年 / 12卷 / 18期

关键词：

CROSS-COUPLING REACTIONS; ANTITUMOR-ACTIVITY; ANTINEOPLASTIC AGENTS; A-4; ANALOGS; TUBULIN; POTENT; 1,1-DIARYLETHYLENES; INHIBITORS; CHEMISTRY;

D O I：

10.1021/ol101639g

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

PdCl(2)(MeCN)(2) in combination with dppp proved to be a powerful and efficient catalyst for the coupling of sterically hindered N-arylsulfonylhydrazones with aryl halides, thus providing a flexible and convergent access to tetrasubstituted olefins related to iso-combretastatin A4 in good yields. This new protocol has been applied successfully to the formal synthesis of biphenylisopropylidene 4-pyridine CYP17 inhibitor, 12b, of biological interest.

引用

页码：4042 / 4045

页数：4

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