Cuprate Addition to a 6-Substituted Pentafulvene - Preparation of sec-Alkyl-Substituted Titanocene Dichlorides and Their Biological Activity

被引：9

作者：

Cini, Melchior ^{[1
,2
]}

Bradshaw, Tracey D. ^{[2
]}

Lewis, William ^{[1
]}

Woodward, Simon ^{[1
]}

机构：

[1] Univ Nottingham, Sch Chem, Nottingham NG7 2RD, England

[2] Univ Nottingham, Ctr Biomol Sci, Sch Pharm, Nottingham NG7 2RD, England

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2013年 / 2013卷 / 19期

关键词：

Alkylation; Titanium; Cyclopentadienyl ligands; Grignard reagents; Antitumor agents; CYTOTOXICITY; COMPLEXES;

D O I：

10.1002/ejoc.201300474

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The copper-catalysed (10 mol-% CuBr center dot SMe2, CuCN center dot LiCl or CuI/PPh3) addition of RMgBr to the pentafulvene 1-(cyclopenta-2,4-dien-1-ylidenemethyl)-2-methoxybenzene allows the formation of cyclopentadienyl derivatives with -CHR(2-MeOPh) sidechains (R = Me, Et, nBu, iBu, allyl, Ph) without H- transfer. The deprotonation of these sec-alkyl-substituted cyclopentadienyls followed by the addition of TiCl4 allows the isolation of TiCl2{5-C5H4CHR(2-OMePh)} as rac/meso mixtures that show activity against human colon, breast and pancreatic cell lines (GI50 2.3-42.4 mu M).

引用

页码：3997 / 4007

页数：11

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