Preparation of thiochromans via thermal cyclization

…, J Manczuk, D Nelson, O Caswell…

Index: Jensen; Manczuk; Nelson; Caswell; Fleming Journal of Heterocyclic Chemistry, 2000 , vol. 37, # 6 p. 1527 - 1531

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Citation Number: 8

Abstract

Abstract Formation of the thiochroman ring system is achieved by a two step synthesis that involves heating 3-thiophenyl-1-propanols or 4-thiophenyl-2-butanols in toluene with catalytic amounts of p-toluenesulfonic acid. The propanols are made by the addition of sulfur stabilized carbanions to styrene oxide, ethylene oxide, propylene oxide, and isobutylene oxide. The carbanions are generated by treatment of either benzyl phenyl sulfide or ...