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Nucleophilic substitution reactions of thienyl neopentyl substrates
Journal article   Peer reviewed

Nucleophilic substitution reactions of thienyl neopentyl substrates

F.I. McLure, R.K. Norris and K. Wilson
Australian Journal of Chemistry, Vol.40(1), pp.49-60
1987
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Abstract

The reaction of the chlorides (4)-(6), which are both neopentylic and thenylic , were studied. The chloride (4), unlike its analogue (13) in the benzene series, undergoes ready solvolysis with alcohols to give the corresponding ethers, e.g. (7)-(9). The chlorides (5) and (6) react more slowly than (4) but undergo methanolysis to give the methyl ethers (11) and (12) respectively. In the dipolar aprotic solvents, dimethyl sulfoxide and dimethylformamide, the reactions of the chlorides (4), (5) and (6) with the thiolate salt (16) appear to proceed by an SN1-like, an SN(AEAE) and an SRNl process respectively.

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Citation topics
2 Chemistry
2.1 Synthesis
2.1.824 Solvolysis
Web Of Science research areas
Chemistry, Multidisciplinary
ESI research areas
Chemistry
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