- A Facile One-pot Preparation Of 2,3-Dihydro-1,4-benzodithiins And 2,3-Dihydro-1,4-Benzoxathiins
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2,3-Dihydro-1,4-benzoditiines and 2,3-dihydro-1,4-benzoxathiines were prepared in good yields by a one-pot procedure from the reaction of cyclohexanone derivatives with ethane-1,2-dithiol or 2-mercaptoethanol using N-bromosuccinimide in dichloromethane at
- Tani, Hiroyuki,Irie, Shunsuke,Masumoto, Kazunori,Ono, Noboru
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p. 1783 - 1789
(2007/10/02)
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- Cyclization Reactions through the SRN1 Mechanism. Reactions of o-Dihaloaromatic Compounds with Dithiolate Ions
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In the present paper we report the reactions of o-dihaloaromatic compounds with dithiolate ions as new cyclization reactions occuring by the SRN1 mechanism. o-Diiodo- and o-bromochlorobenzene react under photostimulation with 3,4-toluenedithiolate ion to give good yields (ca. 60percent) of the cyclic disubstituted compound 2-methylthianthrene.The reaction occurs to a lesser extent (ca. 20percent) when the substrate was 1-bromo-2-iodonaphthalene. 2,3-Dichloroquinoxaline reacts with the same nucleophile in the dark or in the presence of radical traps to give a 100percent yield of the cyclic disubstituted compound.The reaction of o-diiodobenzene with 1,2-ethanedithiolate gave a low yield of the cyclic compound benzo-1,4-dithiane.This decrease was explained in terms of fragmentation reactions of the proposed radical anions intermediates.
- Pierini, A. B.,Baumgartner, M. T.,Rossi, R. A.
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p. 1089 - 1092
(2007/10/02)
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