An efficient and divergent one-pot synthesis of 2,3-dihydro-1H-pyrroles, 3-alkyl-1H-pyrroles and 3-alkenyl-1H-pyrroles from readily accessible 2,4-pentadienenitriles with isocyanide based on reaction condition selection has been described. The reaction of 2,4-pentadienenitriles with ethyl isocyanoacetate undergoes a formal [2 + 3] annulation either to generate 2,3-dihydro-1H-pyrroles in the pre...

UNLABELLED BACKGROUND Pyrroles are widely distributed in nature and important biologically active molecules. The reaction of amines with 2,5-dimethoxytetrahydrofuran is a promising pathway for the synthesis of pharmacologically active pyrroles under microwave irradiation. RESULTS Microwave-induced polystyrenesulfonate-catalyzed synthesis of pyrroles from amines and 2,5-diemthoxytetrahydrof...

A novel, convenient and efficient three-component reaction for synthesizing substituted pyrroles from primary amines and electron deficient acetylenic compounds in the presence of ammonium thiocyanate in water leads to the formation of pyrroles in good yields.

Calix (4) pyrroles are macromolecules structurally related to porphyrins, they exhibit exceptional chemical and physical properties that have suggested a vast number of potential applications in host-guest chemistry. In recent years, calix (4) pyrroles have attracted a lot of attention because of their properties as binders of anions, transition metals, and neutral substrates and their new appl...

Indole synthesis by a gold(I)-catalyzed intermolecular formal [4+2] reaction between 1,3-diynes and pyrroles has been developed. This reaction involves the hydroarylation of 1,3-diynes with pyrroles followed by an intramolecular hydroarylation to give the 4,7-disubstituted indoles. This reaction can also be applied to the synthesis of carbazoles when indoles are used as the nucleophiles instead...

Divergent syntheses of indolizines and 2,4-disubstituted pyrroles by the silver-catalyzed cyclization of 2-pyridyl alkynyl carbinols with isocyanides are reported. These methods provide an effective route to highly functionalized indolizines and 2,4-disubstituted pyrroles in good to excellent yields. The 2,4-disubstituted pyrroles are synthesized by an unprecedented regioselective [3+2] cycload...

A three-component reaction has been developed that allows the regioselective synthesis of thieno[2,3-c]pyrroles. The reaction is based on the ability of 2-acetyl-3-thiophenecarboxaldehyde to react with amine and thiol nucleophiles to produce the corresponding tri-substituted thieno[2,3-c]pyrroles, with water as the only by-product. The developed reaction expands the range of synthetically acces...

A new route to carboranylated pyrroles and porphyrins is reported which involves the Suzuki coupling of readily available bromo- and boronic acid-pyrroles and bromoporphyrins with functionalized carboranes; the X-ray structures of two targeted products are presented and discussed.

2-Trifluoromethyl-5-(arylsulfonyl)methyl pyrroles and 2-trifluoromethyl-4-(arylsulfonyl)methyl pyrroles were selectively synthesized from trifluoromethyl-substituted 3-aza-1,5-enynes via a cyclization/sulfonyl group migration cascade catalyzed by AgOOCCF3 and CsOPiv, respectively. Alkylvinyl-substituted pyrroles were generated from seven-atom skeleton 3-aza-1,5-enynes via aryl sulfinic acid eli...

BACKGROUND The classical Paal-Knorr reaction is one of the simplest and most economical methods for the synthesis of biologically important and pharmacologically useful pyrrole derivatives. RESULTS Polystyrenesulfonate-catalyzed simple synthesis of substituted pyrroles following Paal-Knorr reaction has been accomplished with an excellent yield in aqueous solution. This method also produces py...