Synthesis of Polysubstituted Pyrroles

…, S Legoupy, G Dujardin, R Dhal, F Huet

Index: Poulard, Celine; Cornet, Julien; Legoupy, Stephanie; Dujardin, Gilles; Dhal, Robert; Huet, Francois Letters in Organic Chemistry, 2009 , vol. 6, # 5 p. 359 - 361

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Citation Number: 6

Abstract

Cross coupling metathesis reactions from two ethylenic compounds 4 and 5 easily led to Michael acceptors 6ab 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 ...