Hydrosulfite reduction of N??nitroso??1, 2, 3, 4??etrahydroisoquinolines and oxidation of N??amino??l, 2, 3, 4 tetrahydroisoquinolines

…, CG Overberger, JP Anselme

文献索引：Powell, Burwell F.; Overberger, C. G.; Anselme, J.-P. Journal of Heterocyclic Chemistry, 1983 , vol. 20, p. 121 - 128

全文：HTML全文

被引用次数: 16

摘要

Abstract The sodium hydrosulfite reduction of N-nitroso-1, 2, 3, 4-tetrahydroisoquinoline (5) does not result in the loss of nitrogen and leads to the corresponding hydrazine 6 which upon oxidation with mercuric oxide in ethanol at 62 gives the hexahydrotetrazine 7 in 39% yield. Treatment of the N-tosyl derivative of 6 with base affords 7 in nearly quanitative yield. Oxidation of 6 in 1-butanol at 95 results in the formation of a complex product mixture from ...