The Journal of Organic Chemistry

Sulfur Heterocycles from the Ring Closure of Bisarylalkyl Disulfides1, 2

E Campaigne, BG Heaton

Index: Campaigne,E.; Heaton,B.G. Journal of Organic Chemistry, 1964 , vol. 29, p. 2372 - 2378

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Citation Number: 24

Abstract

Bis (8-Znaphthylethyl) disulfide (111), bis-p-(3, 4-dimethoxyphenyl) ethyl disulfide (VI), and bis (7-2-naphthylpropyl) disulfide (X) have been synthesized. In the presence of iodine, I11 undergoes ring closure, giving 2, 3-dihydronaphtho [l, 2-b] thiophene (IV). An excess of iodine converts I11 or IV into naphtho [l, 2-b] thiophene (V). Both 5, 6- dimethoxybenzothiophene (VIII) and 2, 3-dihydro-5, 6-dimethoxybenzothiophene (VII) are ...