Tetrahedron

Synthesis of 1, 2, 3, 5-tetrasubstituted pyrrole derivatives from 2-(2-bromoallyl)-1, 3-dicarbonyl compounds

AS Demir, IM Akhmedov, Ö Sesenoglu

Index: Demir, Ayhan S; Akhmedov, Idris M; Sesenoglu, Oezge Tetrahedron, 2002 , vol. 58, # 49 p. 9793 - 9799

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Citation Number: 46

Abstract

2-(2-Bromoallyl)-1, 3-dicarbonyl compounds are converted into β-enamino, β-hydrazino esters and ketones, followed by base-promoted cyclization, leading to the formation of the corresponding 1, 2, 3, 5-tetrasubstituted pyrroles. 1, 2, 4-and 1, 2, 3, 4-Substituted pyrroles are also isolated as minor products. Starting from the 2-(2-bromoallyl)-cyclohexane-1, 3- dione the corresponding tetrahydro indolone is prepared in good yield.