Tetrahedron Letters

Electrophilic aromatic substitution by pummerer reaction of α-sulfinylacetate

Y Tamura, HD Choi, H Shindo, J Uenishi, H Ishibashi

Index: Tamura, Y.; Choi, H.-D.; Shindo, H.; Uenishi, J.; Ishibashi, H. Tetrahedron Letters, 1981 , vol. 22, p. 81 - 84

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Citation Number: 31

Abstract

Abstract Treatment of a mixture of aromatic compound and ethyl α-(methylsulfinyl) acetate (5) with p-toluenesulfonic acid under continuous removal of separated water brought about an intermolecular aromatic substitution to give ethyl α-(methylthio) arylacetate (6). Similar treatment of acylmethyl phenethyl sulfoxide (8) led to cyclization into 1-acylisothiochroman (9).

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