- Induced alkene reactions with sulfur dichloride. System sulfur dichloride - Dimethyl sulfide as a reagent for polysulfonation and conjugate chlorination of alkenes
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In reaction of unsaturated compounds with sulfur dichloride in the presence of dimethyl sulfide radically new induced directions are realized: the reagent is involved as dimer or trimer (formation of di- and trisulfides). Alongside this process a conjugate chlorination occurred with participation of external nucleophiles, dimethyl sulfide and acetonitrile, furnishing sulfonium chlorides and N-substituted acetamides respectively. The relative importance of these alternative reactions depends on solvent, alkene structure, and order of reagents addition.
- Bodrikov,Sazhin,Shebelova,Subbotin,Rybalova,Gatilov,Barkhash
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p. 1105 - 1112
(2007/10/03)
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- ADDITION REACTION OF SULFUR DICHLORIDE TO FUNCTIONALIZED IMINES DIRECTED TOWARD HETEROCYCLIC SYNTHESIS
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Although it was shown that the reactions of sulfur dichloride (SCl2) with imines 1a-c or with the azine 14 gave rise to very unstable 1:1 adducts, 1-aza- and 2-azabutadienes, 5 and 10, reacted with SCl2 to afford the isothiazoles 6 and the thiazoles 11, respectively, in high yields.Addition of SCl2 to heterocumulenes was also studied and the ketenimines 16 and diphenylketene 27 gave 1:1 adducts which were applied to heterocyclic synthesis as bifunctional reagents.Addition of SCl2 to these compounds was investigated by monitoring the reactions by 13C nmr spectroscopy.
- Komatsu, Mitsuo,Harada, Nobuyuki,Kashiwagi, Hiroshi,Ohshiro, Yoshiki,Agawa, Toshio
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p. 119 - 134
(2007/10/02)
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