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A one-pot synthesis of annulated heterocycles involving a Lewis-acid-mediated domino reaction of bis(diacetoxymethyl)-substituted arenes and heteroarenes is described. The reaction of the tetraacetates with arenes and heteroarenes leads to the formation of 1,1-bis-arylated diacetates upon eli-

Mol­ecules of the title compound, C13H13N3, are essentially planar (r.m.s. deviation for all non-H atoms = 0.054 Å). The dihedral angle between the two aromatic rings is 6.33 (5)°. In the crystal, pairs of centrosymmetrically related mol­ecules are linked through N—H⋯N hydrogen bonds, forming N—H⋯N dimers with graph-set motif R22(8).

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Key indicators: single-crystal X-ray study; T = 292 K; mean (C-C) = 0.002 Å; R factor = 0.045; wR factor = 0.138; data-to-parameter ratio = 18.2.In the title compound, C 20 H 20 N 4 O 2 , the piperidine ring adopts a distorted boat conformation. The two phenyl rings form dihedral angles of 82.87 (1) and 84.40 (1) with respect to the piperidine ring. The crystal packing is stabilized by intermolecular C-HÁ Á ÁO and C-HÁ Á ÁN interactions. Related literature

In the title compound, C27H25NO4, the tetra­hydro­pyridine ring adopts a half-chair conformation. The three phenyl rings form dihedral angles of 66.33 (7), 87.36 (8) and 36.90 (7)° with the least-squares plane through the tetra­hydro­pyridine ring. The mol­ecular conformation is stabilized by an intra­molecular O—H⋯O hydrogen bond, generating an S(6) motif.

The thia­zolidine ring and the pyrrolidine ring in the title compound, C25H26N2O2S, both adopt an envelope conformation. The seven-membered ring has a twist-chair conformation. The crystal packing is stabilized by inter­molecular N—H⋯O hydrogen bonds.