The insertion and extrusion of heterosulfur bridges. XII. Selectivity and side reactions in the bridging process

…, WD Detlefsen, C Higgins, RF Lawrence

Index: Klemm, L. H.; Pou, Sovitj; Detlefsen, W. D.; Higgins, Clay; Lawrence, Ross F. Journal of Heterocyclic Chemistry, 1984 , vol. 21, p. 1293 - 1296

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Citation Number: 6

Abstract

Abstract 1-Phenylnaphthalene undergoes sulfur bridging at 500 in the presence of hydrogen sulfide and a heterogeneous catalyst to produce benzo [b] naphtho [1, 2-d] thiophene (13%). 3-Methylphenanthrene and 9-formylphenanthrene diethyl acetal (7b) give sulfur bridging to produce phenanthro [4, 5-bcd] thiophene, ie. with loss of the ring substituent. Additionally, 7b hydrogenolyzes to 9-methylphenanthrene. With decadeuteriobiphenyl as a substrate, the ...