- Synthesis and reaction of tricyclic tetrathiins and pentathiepins: Novel formation of α-disulfines
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Cyclic polysulfanes containing a norbornane skeleton (tetrathiins and pentathiepins) were synthesized by two methods. One is the sulfurization of camphor hydrazone with disulfur dichloride, and the other is the reaction of thiocamphor with disulfur dichloride. The reduction of tetrathiin with LiEt 3BH gave the corresponding dithiol that further reacted with methyl iodide to afford the corresponding methyl sulfide. Reaction of tetrathiin with (Ph3P)2PdCl2 or NiBr2 resulted in the formation of the corresponding dithiolene metal complexes. Tetrathiins were stereoselectively oxidized by m-CPBA to afford the corresponding α-disulfines.
- Okuma, Kentaro,Munakata, Kazunori,Tsubota, Toshiaki,Kanto, Masayuki,Nagahora, Noriyoshi,Shioji, Kosei,Yokomori, Yoshinobu
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experimental part
p. 6211 - 6217
(2012/08/28)
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- A new method for the synthesis of N,N′-thiobisamines
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Reaction of secondary amines (morpholine and piperidine) with sulfur and iodine afforded N,N′-thiobisamines in good yields.
- Dudin
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p. 1796 - 1797
(2007/10/03)
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- REACTION OF N-HALOGENOIMIDES WITH SULFUR. THIODIIMIDES
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The reaction of N-halogenoimides with sulfur leads to the production of thiodiimides.The latter are active sulfur-transferring reagents.
- Borovikova, G.S.,Levchenko, E.S.,Kaminskaya, E.I.
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- Reactions of p-Toluenesulfinic Acid with Dialkoxy or Diamino Sulfides and Disulfides
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The reactions of p-toluenesulfinic acid (1) with dialkoxy disulfides (2), dialkoxy sulfides (6), diamino disulfides (8), diamino sulfides (9), and diamino sulfoxides (15), were examined and found to give di-p-toluenesulfonyl disulfide (3), di-p-toluenesulfonyl sulfide (4), amino p-toluenesulfonyl disulfides (10), amino p-toluenesulfonyl sulfides (13), and p-toluenesulfinamides (16), respectively.Keywords - sulfinate S-nucleophile; intermolecular reaction; dialkoxy disulfide; dialkoxy sulfide; diamino disulfide; diamino sulfide; diamino sulfoxide; amino sulfonyl disulfide; amino sulfonyl sulfide
- Okawara, Tadashi,Yamasaki, Tetsuro,Sato, Kimitoshi,Miyazaki, Hiroyuki,Furukawa, Mitsuru
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p. 5225 - 5230
(2007/10/02)
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- Use of Piperidine-1-sulphenyl Chloride as a Sulphur-transfer Reagent in Reactions with Diamines: The Preparation of Sulphur-Nitrogen Heterocycles
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The use of piperidine-1-sulphenyl chloride (3) as a sulphur-transfer reagent in reactions with diamines is described.The reactions of (3) with o-phenylenediamine yielded the dihydro-2,1,3-benzothiadiazole (6) and benzothiadiazole (7).Oxidation of (6) with m-chloroperoxybenzoic acid yielded (7).The reactions of (3) with 1,8-diaminonaphthalene and 1,4,5,8-tetra-aminonaphthalene yielded the 1,2,6-thiadiazine derivatives (14) and (16); possible mechanisms are discussed. 1,2-Diamino-N,N'-dimethylethane and (3) yielded the tetrahydrothiadiazole (17), whereas 1,3-diaminopropane and (3) afforded the novel N-S-N chain compound (19).The reactions of morpholine-1-sulphenyl chloride (4) with aromatic diamines gave the same products in low yields.
- Bryce, Martin R.
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p. 2591 - 2593
(2007/10/02)
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- DERIVATIVES OF SULFOXYLIC DIAMIDE
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N,N'-Disubstituted sulfur diimides are reduced by the action of thiophenols to N,N'-disubstituted sulfoxylic diamides R1NHSNHR2.Compounds where R1 = R2 = SO2Ar, COPh enter readily into reaction both with retention and with cleavage of the S-N bond.In reaction with secondary amines and CH acids they are "carriers of sulfur." 2,5-Diaroyl-1,2,5-thiadiazolidine-3,4-diones are formed by the successive action of trimethylchlorosilane and oxalyl chloride on the compounds where R1 = R2 = COPh, COC6H4Cl-p.
- Pel'kis, N. P.,Levchenko, E. S.
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p. 1963 - 1967
(2007/10/02)
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