Journal of the Chemical Society. Perkin transactions I p. 685 - 692 (1992)
Update date:2022-09-26
Topics:
Hazelton, Justine C.
Iddon, Brian
Suschitzky, Hans
Woolley, Ley H.
The products obtained by treating 2H-benzimidazole-2-spirocyclohexane 1 or its 5-chloro derivative 9 with various thiols (PrSNa, ButSNa, PhSNa, pyridine-2-thiol, or pyrimidine-2-thiol) depend on the reaction conditions.Monosubstitution is possible and any number of alkylthio groups can be introduced up to four. 5-Phenylsulfonyl- 18 and 5-nitro-2H-benzimidazole-2-spirocyclohexane 10 react with pyridine-2-thiol or pyrimidine-2-thiol in position-4 whilst the 5-(pyridin-2-ylthio) derivative 16 react with sodium benzenesulfinate in position-6.In all cases the products isolated were the 1,3-dihydro compounds 26, 38, 39 or 21, respectively.
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