Novel functionalized titanium(IV) benzylidenes for the traceless solid-phase synthesis of indoles

被引：30
|
作者：
Macleod, C
Hartley, RC [1 ]
Hamprecht, DW
机构：
[1] Univ Glasgow, Dept Chem, Glasgow G12 8QQ, Lanark, Scotland
[2] GlaxoSmithKline, Harlow CM19 5AW, Essex, England
来源：
ORGANIC LETTERS | 2002年 / 4卷 / 01期
关键词：
D O I：
10.1021/ol016924o
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
[GRAPHICS] Titanium(IV) benzylidenes bearing a masked nitrogen nucleophile in the ortho position converted Merrifield resin-bound esters into enol ethers. An unusual nitrogen protecting group, N-silylated tert-butyl carbamate, was employed. One percent TFA released N-Boc indoles in high yield and purity. N-Methyl indoles were also prepared. Cyclative termination was not required to release the chameleon catch. The first example of a carbonyl group within a titanium alkylidene reagent is reported.
引用
收藏
页码：75 / 78
页数：4
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