Pyrrole and pyrroldine heterocycles are ubiquitous structural features in natural products. Nature’s biosynthetic machinery often synthesizes the pyrrole functionality in these molecules from a saturated pyrrolidine as part of its metabolic degradation pathway. Interestingly, the chemical synthesis of substituted pyrroles is usually more straightforward in comparison to that of the correspondin...

The title compound, C(13)H(14)N(2)O(2), is a natural product isolated from Cicer arietinum L. (chickpea). The benzene ring and pyrrole rings display planar conformations and the piperidine ring has a half-chair conformation. Inter-molecular C-H⋯π inter-actions between a methyl H atom and the pyrrole ring of an adjacent mol-ecule are present in the crystal structure.

A new and easy method for synthesis of symmetric pyrrole-2,5-dicarboxylate derivatives via a simple titanium(IV)-mediated oxidative dimerization of 2-azidocarboxylic esters is described. The process involves a transformation of titanium(IV) enolates into nonisolated 2-iminoesters, which undergo an oxidative coupling and ring closure to give the aromatic pyrrole system. A mechanism, scope and li...

The asymmetric unit of the title compound, C(6)H(7)NO(3), contains two mol-ecules (A and B) related by a non-crystallographic twofold pseudo-axis. The mol-ecules are joined in the (AABB)(n) manner by O-H⋯O hydrogen bonds between their hy-droxy groups, thus forming C(2) chains along the a-axis direction. Neighboring mol-ecules of the same kind (A and A, or B and B) are related by inversion cente...

In the title compound, C(11)H(9)NO(3), the dihedral angle between the meth-oxy-benzene and 1H-pyrrole-2,5-dione rings is 75.60 (10)°. The C atom of the meth-oxy group is close to coplanar with its attached ring [deviation = 0.208 (2) Å]. In the crystal, weak aromatic π-π stacking [centroid-centroid separation = 3.8563 (13) Å] occurs between inversion-related pairs of benzene rings.

A series of N-substituted pyrroles having phosphorylcholine with different methylene chain lengths between pyrrole group and phosphorylcholine group were synthesized and their electropolymerizations were performed in aqueous solution. The methylene chains were trimethylene (n = 3), pentamethylene (n = 5), nonamethylene (n = 9), and undecamethylene (n = 11), for 3-(1-pyrrolyl)propyl-2-(trimethyl...

The title compound, C(7)H(7)NO(2), was synthesized via a one-pot Vilsmeier-Haack and subsequent Friedel-Crafts reaction. The pyrazole ring makes dihedral angles of 4.50 (9) and 2.06 (8)°, respectively, with the aldehyde and acetyl groups. In the crystal, classical N-H⋯O hydrogen bonds and weak C-H⋯O inter-actions assemble the mol-ecules into a chain along the b axis.

Calix[4]pyrroles can be obtained from the efficient preprogrammed condensation between acetone and pyrrole. This reaction forms attractive macrocycle resembling in its constitution, but not oxidation state, to porphyrin structure, prominently present vital “pigments of life”. Calix[2]pyrrolidine[2]pyrrole calix[4]pyrrolidine, partially totally reduced version macrocycle, became accessible throu...