- Facile access to 3,5-symmetrically disubstituted 1,2,4-thiadiazoles through phosphovanadomolybdic acid catalyzed aerobic oxidative dimerization of primary thioamides
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In the presence of Keggin-type phosphovanadomolybdic acids, e.g., H 6PV3Mo9O40, oxidative dimerization of various kinds of primary thioamides including aromatic, heterocyclic, and aliphatic ones efficiently proceeded to give the corresponding 3,5-disubstituted 1,2,4-thiadiazoles in excellent yields. This journal is the Partner Organisations 2014.
- Yajima, Kazuhisa,Yamaguchi, Kazuya,Mizuno, Noritaka
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supporting information
p. 6748 - 6750
(2014/06/23)
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- Eosin y catalyzed visible-light-driven aerobic oxidative cyclization of thioamides to 1,2,4-thiadiazoles
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A new approach for an efficient metal-free synthesis of 1,2,4-thiadiazoles from primary thioamides using visible light and air in the presence of eosin Y as a photoredox catalyst is reported. The protocol involves an aerobic oxidative cyclization of thioamides via the formation of C-N and C-S bonds to afford excellent yields of the products in a simple one-pot operation under mild conditions. Georg Thieme Verlag Stuttgart · New York.
- Srivastava, Vishnup.,Yadav, Arvindk.,Yadav, Laldhar S.
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p. 465 - 470
(2013/04/10)
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- Oxidation of methyl groups in the reaction of sulfur homopolyatomic cations with acetonitrile: Formation and crystal structure of the novel trithietanylium ring
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RCN (R = C6F5, Me) reacts with S(n)(AsF6)2 (n = 4, 8) in liquid SO2 to give the corresponding 3,5-disubstituted-1,2,4 thiadiazoles, and also, in the MeCN case, the tricyclic trication 4 containing the
- Cameron, T. Stanley,Decken, Andreas,Fang, Min,Parsons, Simon,Passmore, Jack,Wood, Dale J.
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p. 1801 - 1802
(2007/10/03)
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- THE REACTION OF t-BUTYL HYPOCHLORITE WITH THIOCARBONYL COMPOUND - A CONVENIENT METHOD FOR THE TRANSFORMATION
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The reaction of t-butyl hypochlorite with different thiocarbonyl compounds has been studied.Primary thioamides 1a-c give 1,2,4-thiadiazole derivatives.N-Phenylthiourea 4a gives 5-imino-4-phenyl-3-phenylamino-4,5-dihydro-1,2,4-thiadiazoline 15.Secondary and tertiary thioamides 2a-d, N-methyl-2-thiopyrrolidinone 3, N,N'-dicyclohexylthiourea 4b, N,N,N'-trimethylthiourea 4c, 5-ethyl-5-phenylthiobarbituric acid 5, xanthione 7a, Mischler's thioketone 7b, thiocoumarin 8, O-ethylthiobenzoate 9, O,O-diphenylthiocarbonate 10, di-p-tolyl and o-phenylene trithiocarbonates 11 and 12 have all afforded the oxigen analogues.N,N-Dimethyl-S-phenyldithiocarbonate 6 produces a mixture of di-, tri-, and tetrasulfides.A mechanism for the transformation is suggested in accordance with the Hard and Soft Acids and Bases (HSAB) principle.
- El-Wassimy, M.T.M.,Jorgensen, K.A.,Lawesson, S.-O.
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p. 1729 - 1734
(2007/10/02)
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- Bis(p-methoxyphenyl) Selenoxide as a Mild and Selective Oxidizing Agent
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The title compound oxidized thiolsto disulfides, sulfides to sulfoxides, hydroquinone or catechol to benzoquinones, and phosphine to phosphine oxide in high yields under very mild conditions.In addition, it functioned as a useful reagent for the syntheses of 1,2,4-thiadiazole derivatives from thioureas or thioamides.
- Ogura, Fumio,Yamaguchi, Hachiro,Otsubo, Tetsuo,Tanaka, Hiroyuki
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p. 641 - 642
(2007/10/02)
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