Preparation of 5??cyano??2H??thiopyrans and 4??cyano??2??methylthiophenes by thermal rearrangement of the adducts from 2??propynethiol and cyanoalkynes

RA Van der Welle, L Brandsma

Index: van der Welle,R.A.; Brandsma,L. Recueil des Travaux Chimiques des Pays-Bas, 1973 , vol. 92, p. 667 - 672

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Citation Number: 14

Abstract

Abstract 5-Cyano-2H-thiopyran and a number of derivatives have been obtained in fair to good yields by heating compounds with the system [BOND] C [TRIPLE BOND] C [BOND] C [BOND] S [BOND] C [DOUBLE BOND] C [BOND] C [TRIPLE BOND] N in silicon oil; 4-cyano- 2-methylthiophenes are formed by heating these systems in dimethylsulfoxide in the presence of diisopropylamine. The starting systems were prepared by nucleophilic ...