Tetrahedron Letters

Formation of benzo [c] thiophen-1-aminium iodide by the reaction of o-alkynylbenzothioamide with iodine

S Matsumoto, D Takada, H Kageyama, M Akazome

Index: Matsumoto, Shoji; Takada, Daiki; Kageyama, Hirokazu; Akazome, Motohiro Tetrahedron Letters, 2014 , vol. 55, # 5 p. 1082 - 1085

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Citation Number: 3

Abstract

Abstract Reaction of o-alkynylbenzothioamide with molecular iodine was investigated. Unique benzo [c] thiophen-1-aminium iodide was obtained when the tertiary thioamide was used as a reactant. The reaction proceeded efficiently in less polar solvent, whereas the corresponding product was also obtained in a polar solvent. Single crystal X-ray analysis revealed that the benzo [c] thiophen-1-aminium structure possesses a resonance structure ...