Facile Synthesis of 3,4-Dihydro-2H-1-benzothiopyrans: Zinc Iodide Induced Intermolecular Cycloaddition Between Allyl Alcohols and Arenethiols

Yoshio Ishino; Masakazu Nakamura; Ikuzo Nishiguchi; Tsuneaki Hirashima

doi:10.1055/s-1991-20822

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Synlett 1991; 1991(9): 633-635
DOI: 10.1055/s-1991-20822

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Facile Synthesis of 3,4-Dihydro-2H-1-benzothiopyrans: Zinc Iodide Induced Intermolecular Cycloaddition Between Allyl Alcohols and Arenethiols

Yoshio Ishino^* , Masakazu Nakamura, Ikuzo Nishiguchi, Tsuneaki Hirashima

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

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Publication Date:
07 March 2002 (online)

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A new method of preparation of 3,4-dihydro-2H-1-benzothiopyrans (thiochromans) by intermolecular cycloaddition between allylic alcohols or allylic methyl ethers and arenethiols in the presence of zinc iodide was developed. These reactions are assumed to proceed through intermolecular cycloaddition with arenethiols involving allylic cationic intermediates.

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