Interrelation of thioethers containing conjugated systems with 6π??electrons:(Base??catalysed isomerisations in liquid ammonia)

JH Van Boom, L Brandsma…

Index: Van Boom,J.H. et al. Recueil des Travaux Chimiques des Pays-Bas, 1968 , vol. 87, p. 97 - 122

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Citation Number: 5

Abstract

The present investigation deals with interrelations between thioethcrs of the types R *CH zCR2 = CH - C = CSCH 3 (3-en- 1 -yne thioethers), RICH =C(R2)CH -C-CHSCHa (I ,2,4-trienyl thioethers), RICH =C(RZ)C- CCHzSCHa (4-en-2-yne thioethers) and RICHzCR2=C=C-CHSCH3 (1,2,3-trienyl thioethers). Under the influence of sodium ethoxide in liquid ammonia all compounds with R' -H are isomerised quantitatively into 3-en-1-yne thioethers CH~-C(RZ)-CH -C= ...