52190-40-6Relevant academic research and scientific papers
Disulfide-based metal-free α-sulfanylation of ketones
Vaquer, Andrea F.,Frongia, Angelo,Secci, Francesco,Tuveri, Enrica
, p. 96695 - 96704 (2015/11/24)
An eco-friendly methodology for the direct α-sulfanylation of ketones, has been developed. The procedure, based on the use of functionalized diaryldisulfides and catalyzed by d,l-proline, represents a mild and efficient approach for the preparation of α-arylthio-ketones.
The MARDi cascade: A Michael-initiated domino-multicomponent approach for the stereoselective synthesis of seven-membered rings
Coquerel, Yoann,Filippini, Marie-Helene,Bensa, David,Rodriguez, Jean
scheme or table, p. 3078 - 3092 (2009/04/11)
The MARDi cascade is a recently invented three-component Michael-initiated condensation involving 1,3-dicarbonyl derivatives. It allows regio- and stereocontrolled access to a variety of functionalised and substituted seven-membered rings. The substitutio
Facile and efficient sulfenylation method using quinone mono-O,S-acetals under mild conditions
Matsugi,Murata,Gotanda,Nambu,Anilkumar,Matsumoto,Kita
, p. 2434 - 2441 (2007/10/03)
A novel sulfenylation method induced by aromatization of quinone mono-O,S-acetals is described. These sulfenylation reagents readily react with silyl enolethers or electron rich aromatic compounds to give sulfenylation products under mild conditions. In particular, O,S-acetal 2j, which possesses a pentafluorophenylthio function, is the most effective reagent from the standpoint of the adaptability for various substrates.
A new sulfenylation reagent, 3-phenylsulfenyl-2-(N- cyanoimino)thiazolidine, and its optically active version
Tanaka,Azuma,Fang,Uchida,Iwata,Ishida,In,Maezaki
, p. 33 - 36 (2007/10/03)
We have developed a new sulfenylation reagent, 3-phenylsulfenyl-2-(N- cyanoimino)thiazolidine 3, that is readily available and stable upon storage. Compound 3 easily reacts with amines or thiols to give the corresponding sulfenamides or asymmetrical disulfides in excellent yields. It was also found that the α-sulfenylation reaction of carbonyl compounds with 3 proceeds smoothly. Furthermore, optically active 4-diphenylmethyl derivative 4 was synthesized as an asymmetric sulfenylation reagent, which realized 96% e.e. upon α-sulfenylation of a cyclic β-keto ester.
A novel efficient sulfenylation method using quinone mono-O,S-acetals under mild conditions
Matsugi, Masato,Gotanda, Kentoku,Murata, Kenji,Kita, Yasuyuki
, p. 1387 - 1388 (2007/10/03)
A novel method for sulfenylation induced by aromatization of quinone mono-O,S-acetals is described.
New Mild Methodology for the Synthesis of α-Phenylthio and α-Phenylseleno Ketones
Magnus, Philip,Rigollier, Pascal
, p. 6111 - 6114 (2007/10/02)
Treatment of trimethylsilyl enol ethers with the adduct 1, derived from chloramine-T and (PhS)2, gave good yields of α-phenylthioketones.The selenium version of this reagent 2 gave α-phenylselenoketones.
Diastereoselective Sulfenylation Reactions Employing N-(Phenylthio)lactams under Nonbasic Conditions
Wilson, Lawrence J.,Liotta, Dennis C.
, p. 1948 - 1950 (2007/10/02)
Silyl enol ethers and silyl ketene acetals react with sulfenamides in the presence of trimethylsilyl triflate to give the corresponding trans-sulfenylated ketones and lactones.
CHEMISTRY OF α-NITROEPOXIDES: SYNTHESIS OF USEFUL INTERMEDIATES VIA NUCLEOPHILIC RING OPENING OF α-NITROEPOXIDES
Vankar, Yashwant D.,Shah, Kavita,Bawa, Anita,Singh, Surendra P.
, p. 8883 - 8906 (2007/10/02)
Various α-nitroepoxides are converted into corresponding 1,2-diketones via two different ways of ring opening viz. with Pd(O) and with DMSO/BF3*EtO2 (or ClSiMe3).In addition to this, a variety of nucleophiles are reacted with α-nitrocyclopentene oxide 6 and α-nitrocyclohexene oxide 7 to form the corresponding α-substituted ketones which are useful intermediates in organic synthesis.Two of the products so obtained viz. 32 and 33 are also transformed further into optically active thialactones 38 and 39 respectively via baker's yeast reduction followed by lactonisation.
Synthesis of Cyclic Allylic Sulphides (Ring Sizes 5-15) via Phenylthio Participation
Hannaby, Malcolm,Warren, Stuart
, p. 303 - 311 (2007/10/02)
Dehydration of β-phenylthio alcohols occurs with PhS participation unless stereochemistry prevents it.Without PhS participation, mixtures of allylic and vinylic sulphides are formed, but with PhS participation routes to three families of cyclic allylic su
