Novel Synthesis of 4,5-Bis(arylthio)-2,3,4,5-tetrahydro-1-benzothiepins: Noteworthy Cyclization by the Reaction of 2-Butynediol with Arenethiols in the Presence of Zinc Iodide

Yoshio Ishino; Takashi Oka; Tsuneaki Hirashima

doi:10.1055/s-1987-28090

Synthesis 1987; 1987(9): 827-829
DOI: 10.1055/s-1987-28090

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Novel Synthesis of 4,5-Bis(arylthio)-2,3,4,5-tetrahydro-1-benzothiepins: Noteworthy Cyclization by the Reaction of 2-Butynediol with Arenethiols in the Presence of Zinc Iodide

Yoshio Ishino^* , Takashi Oka, Tsuneaki Hirashima

^*Osaka Municipal Technical Research Institute; 1-6-50, Morinomiya, Jyoto-ku Osaka 536, Japan

Abstract

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New cyclization products, 4,5-bis(arylthio)-2,3,4, 5-tetrahydro-1-benzothiepins were obtained in good yield by the reaction of 2-butynediol with arenethiols in the presence of zinc iodide. The reaction is assumed to proceed through intramolecular cyclization of a cationic intermediate generated in situ.

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