- Stevens rearrangement of thioethers with arynes: A facile access to multi-substituted β-keto thioethers
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An effective method for the synthesis of multi-substituted β-keto thioethers via Stevens rearrangement of simple β-keto thioethers with arynes has been developed. In these reactions, successive C-S/C-H/C-C bonds were formed in one pot under mild and transition-metal free conditions to afford multi-substituted β-keto thioethers in moderate to good yields.
- Xu, Xiao-Bo,Lin, Zi-Hua,Liu, Yuyin,Guo, Jian,He, Yun
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supporting information
p. 2716 - 2720
(2017/04/03)
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- Preparation method of poly-substituted beta-ketone sulfide
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The invention relates to a preparation method of poly-substituted beta-ketone sulfide compound. The preparation method includes steps of taking aryne compound, thioether compound and fluoride as reaction reagent composition; preparing a series of compound containing a poly-substituted beta-ketone sulfide framework structure under a gentle reaction condition. The reagent for the reaction is easy to prepare, low in price, simple in post treatment, and very high in atom economy. The invention provides a simple, high-efficient, low-price,high-selective and industrialization-applicable technical manner for the compound.
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Paragraph 0135; 0136; 0137; 0138; 0139; 0140; 0141
(2017/10/07)
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- Atom-efficient gold(I)-chloride-catalyzed synthesis of α-sulfenylated carbonyl compounds from propargylic alcohols and aryl thiols: Substrate scope and experimental and theoretical mechanistic investigation
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Gold(I)-chloride-catalyzed synthesis of α-sulfenylated carbonyl compounds from propargylic alcohols and aryl thiols showed a wide substrate scope with respect to both propargylic alcohols and aryl thiols. Primary and secondary aromatic propargylic alcohol
- Biswas, Srijit,Dahlstrand, Christian,Watile, Rahul A.,Kalek, Marcin,Himo, Fahmi,Samec, Joseph S. M.
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supporting information
p. 17939 - 17950
(2014/01/17)
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- An aqueous and recyclable copper(i)-catalyzed route to α-sulfenylated carbonyl compounds from propargylic alcohols and aryl thiols
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A highly efficient one-step copper(i)-catalyzed method for the synthesis of α-sulfenylated carbonyl compounds from propargylic alcohols and aryl thiols in aqueous media is described. A variety of α-sulfenylated carbonyl compounds can be synthesized in good to excellent yields. The catalyst has been successfully recycled up to 4 times without any loss of activity in an aqueous medium.
- Watile, Rahul A.,Biswas, Srijit,Samec, Joseph S. M.
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supporting information
p. 3176 - 3179
(2013/11/06)
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- PREPARATION OF [ALPHA]-SULFENYLATED CARBONYL COMPOUNDS FROM PROPARGYLIC ALCOHOLS IN ONE STEP
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The present relates to a method and a kit to produce an optically pure α-sulfenylated carbonyl compound comprising a primary or a secondary propargylic alcohol and an aryl thiol, a transition metal catalyst and a solvent.
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Page/Page column 8; 12
(2013/08/15)
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- A gold(I)-catalyzed route to α-sulfenylated carbonyl compounds from propargylic alcohols and aryl thiols
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A one-step atom efficient gold(i)-catalyzed route to α-sulfenylated ketones and aldehydes from propargylic alcohols and aryl thiols is described.
- Biswas, Srijit,Samec, Joseph S. M.
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supporting information; experimental part
p. 6586 - 6588
(2012/07/28)
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- One-pot synthesis using the supported reagent system Na2CO 3/SiO2-PPA/SiO2: Synthesis of Benzo[b]thiophenes and naphthothiophenes
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A simple and efficient method has been developed for the synthesis of benzo[b]thiophenes and naphtho[2,l-6]thiophenes from arenethiols and α-halo ketones using Na2CO3/SiO2-PPA/ SiO2. Reaction of a-halo ketones with arenethiols is promoted by Na2CO3/SiO2 to afford α-sulfanyl ketones, which cyclize in the presence of PPA/SiO2 to give the corresponding thiophene-fused arenes in one-pot. The reaction using α-bromo acetals instead of α-halo ketones also gave the corresponding naphtho[2,l-b] thiophenes via a three-step reaction in one-pot. Thieme Stuttgart.
- Aoyama, Tadashi,Orito, Mami,Takido, Toshio,Kodomari, Mitsuo
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body text
p. 2089 - 2099
(2009/04/03)
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- One-pot synthesis of benzo[b]thiophenes and naphtho[2,1-b]thiophenes in the presence of acidic and basic supported reagents
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A simple and efficient method has been developed for the synthesis of benzo[b]thiophenes and naphtho[2,1-b]thiophenes from aryl thiols and α-halo ketones by using an acid- and a base-supported reagent system, Na2CO3/SiO2-PPA/SiO2. Reaction of α-halo ketones with aryl thiols is promoted by Na2CO 3/SiO2 to afford α-phenylthio ketones, which cyclizes in the presence of PPA/SiO2 to give the corresponding arylthiophenes in one-pot. Georg Thieme Verlag Stuttgart.
- Aoyama, Tadashi,Takido, Toshio,Kodomari, Mitsuo
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p. 2739 - 2742
(2007/10/03)
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- REGIOSELECTIVE SULFENYLATION OF OXIME DIANIONS. A NOVEL AND USEFUL METHOD FOR THE REGIOSELECTIVE RING CLEAVAGE
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Treatment of the dianions of cyclic ketoximes with diphenyl disulfide underwent a regioselective sulfenylation at the syn α-carbons.Regioselective alkylation of cyclic ketoxime dianions, followed by sulfenylation with diphenyl disulfide, produced α-alkyl-
- Hiroi, Kunio,Otsuka, Masahiko,Sato, Shuko
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p. 1907 - 1910
(2007/10/02)
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- A SYNTHETIC ROUTE TO 3-METHYLTHIO-2-ALKANONES STARTING FROM 3-ALKYL-2,4-PENTANEDIONES
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An efficient preparation of a 3-methylthio-2-alkanone (1) has been realized by the reaction of a 3-alkyl-2,4-pentanedione (8) with one mol-equiv of S-methyl methanethiosulfonate (4) in the presence of excess EtONa in EtOH.Furthermore, treatment of 8 with 4 and K2CO3 in refluxing acetone, followed by addition of MeOH and heating the resulting mixture, gave 1 in a high yield.The methods were applied to synthesis of pseudoionone.
- Ogura, Katsuyuki,Sanada, Kunio,Takahashi, Kazumasa,Iida, Hirotada
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