4-Methyl-N-

The title compound, C(20)H(19)NO(2)S(2), is formed by a palladium-copper-catalyzed reaction between 4-methyl-N-[2-(prop-2-ynylsulfanyl)phenyl]benzenesulfonamide and p-iodotoluene. The molecules contain three essentially planar parts, namely an aminothiophenol moiety (A), a toluenesulfone moiety excluding the oxo ligands (B) and a tolyl group (C), approximately orthogonal to each other; the dihedral angles A/B, A/C and B/C are 111.6 (1), 89.3 (1) and 101.4 (1) degrees, respectively. Intermolecular N-H.O hydrogen bonds link the molecules into infinite one-dimensional chains.

Heteroannulation through copper catalysis: a novel cyclization leading to a highly regio- and stereoselective synthesis of 2-substituted benzothiazolines

[reaction: see text] 3-(2-Aminophenylthio)prop-1-yne 8 reacted with aryl iodides 9-18 under palladium-copper catalysis leading to the disubstituted alkynes 19-28 which after tosylation underwent a novel cyclization under copper catalysis to 2-substituted benzothiazolines 29-38. The expected 3-(arylidine)-2,3-dihydrobenzothiazines were not obtained.