Ring expansion of 4,4-diethyl-1,2-dithiolane in the reaction with butylacetylene. Involvement of anion and radical intermediates |
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| Authors: | D V Demchuk G I Nikishin |
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| Institution: | (1) N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 117913 Moscow, Russian Federation |
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| Abstract: | The action of lithium butyl acetylenide in THF causes 4,4-diethyl-1,2-dithiolane to undergo ring-opening to form 2,2-diethyl-4-thia-5-decyne-1-thiol,
which cyclizes to give 2-butyl-6,6-diethyl-5,6-dihydro-1,4-dithiepin by either a homolytic or a nucleophilic mechanism.
Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 1, pp. 204–206, January, 1997. |
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| Keywords: | 4 4-diethyl-1 2-dithiolane ring opening 2 2-diethyl-4-thia-5-decyne-1-thiol homolytic or nucleophilic cyclization 2-butyl-6 6-diethyl-5 6-dihydro-1 4-dithiepin |
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