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Phthalides and 1,3-indandiones. XLIX. Preparation of 3-arylmethylene-4,7-dithia-4,5-6,7-tetrahydrophthalides and 2-aryl-4,7-dithia-4,5,6,7-tetrahydro-1,3-indandiones

P. Hrnčiar

Department of Organic Chemistry, Faculty of Natural Sciences, Komenský University, 801 00 Bratislava

 

Abstract: 3-Arylmethylene-4,7-dithia-4,5,6,7-tetrahydrophthalides, prepared by condensation of 3,6-dithia-3,4,5,6-tetrahydrophthalic anhydride with arylacetic acids, were rearranged with sodium methanolate to give 2-aryl-4,7-dithia-4,5,6,7-tetrahydro- 1,3-indandiones. 3-(l-Naphthal)-4,7-dithia-4,5,6,7-tetrahydrophthalide underwent substitution chlorination, bromination, and nitration in position 4, whereas 3-(2-naphthal)-4,7-dithia-4,5,6,7-tetrahydrophthalide in position 1 of the naphthalene ring.

Full paper in Portable Document Format: 273a372.pdf

 

Chemical Papers 27 (3) 372–380 (1973)

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