Synthesis of Polysubstituted Pyrroles

被引:8
作者
Poulard, Celine [1 ]
Cornet, Julien [1 ]
Legoupy, Stephanie [1 ]
Dujardin, Gilles [1 ]
Dhal, Robert [1 ]
Huet, Francois [1 ]
机构
[1] Univ Maine, Synth Organ Lab, CNRS, UCO2M,UMR 6011, F-72085 Le Mans 9, France
关键词
Lavendamycin; pyrroles; TosMIC; Michael acceptors; cross metathesis; SULFONYLMETHYL ISOCYANIDES; STREPTOMYCES-LAVENDULAE; TOSYLMETHYL ISOCYANIDE; LAVENDAMYCIN ANALOGS; OLEFIN METATHESIS; DERIVATIVES; CHEMISTRY;
D O I
10.2174/157017809788681338
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Cross coupling metathesis reactions from two ethylenic compounds 4 and 5 easily led to Michael acceptors 6a-b and 7a-b. Reaction of these compounds, or of enone 5', with p-toluenesulfonylmethyl isocyanide (TosMIC) provided the disubstituted pyrroles 9a-c and 10a-b. The analogous reaction of compounds 6a-b and 5', but in presence of Ph3SnCl, provided the trisubstituted pyrroles 11a-c. All of these compounds 9-11 were thus obtained in two steps only.
引用
收藏
页码:359 / 361
页数:3
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