Flexible metathesis-based approaches to highly functionalised furans and pyrroles

被引:44
作者
Donohoe, Timothy J. [1 ]
Kershaw, Neil M. [1 ]
Orr, Allan J. [1 ]
Wheelhouse , Katherine M. P. [1 ]
Fishlock, Lisa P. [1 ]
Lacy, Adam R. [1 ]
Bingham, Matilda [2 ]
Procopiou, Panayiotis A. [3 ]
机构
[1] Univ Oxford, Dept Chem, Chem Res Lab, Oxford OX1 3TA, England
[2] Organon Res Labs Ltd, Dept Med Chem, Newhouse ML1 5SH, Lanark, Scotland
[3] GlaxoSmithKline Res & Dev Ltd, Med Res Ctr, Stevenage SG1 2NY, Herts, England
基金
英国工程与自然科学研究理事会;
关键词
ring-closing metathesis; furan; pyrrole; arenes; catalysis;
D O I
10.1016/j.tet.2007.09.087
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A range of differentially functionalised furans and pyrroles have been synthesised in short order by the judicious use of a ring-closing metathesis/aromatisation strategy. Two contrasting approaches are described exploiting a palladium-catalysed union of allylic alcohols and sulfonamides in one case, and a titanium mediated methylenation of homoallylic esters in another. A number of groups that are difficult to install via traditional methods were incorporated successfully. (c) 2007 Elsevier Ltd. All rights reserved.
引用
收藏
页码:809 / 820
页数:12
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