54376-46-4Relevant academic research and scientific papers
One-pot synthesis of keto thioethers by palladium/gold-catalyzed click and pinacol reactions
Cadu, Alban,Watile, Rahul A.,Biswas, Srijit,Orthaber, Andreas,Sj?berg, Per J. R.,Samec, Joseph S. M.
supporting information, p. 5556 - 5559 (2015/02/19)
An atom-efficient synthesis of keto thioethers was devised via tandem gold/palladium catalysis. The reaction proceeds through a regioselective thiol attack at the β-position of the alcohol, followed by an alkyl, aryl, or benzyl 1,2-shift. Both acyclic and cyclic systems were studied, in the latter case leading to the ring expansion of cyclic 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.
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.
Stereo- and Regio-chemical Control in Phenylthio Migration around Rings of Sizes 5-15
Hannaby, Malcolm,Judson, Philip,Warren, Stuart
, p. 2609 - 2614 (2007/10/02)
Acid-catalysed rearrangement of cyclic alcohols with neighbouring syn or anti phenylthio groups leads to allylic sulfides with endo- or exo-cyclic double bonds.Only the anti alcohols rearrange for ring sizes n=5-10 but the syn alcohol rearranges if n=12 o
Thiosulfonic S-Esters; 6. Fluoride-Mediated α-Phenylsulfenylation of Cyclic Ketones and Esters via their Trimethylsilyl Enol Ethers
Caputo, Romualdo,Ferreri, Carla,Palumbo, Giovanni
, p. 464 - 466 (2007/10/02)
Ketones and carboxylic acid esters are conveniently converted to their α-sulfenylated derivatives.This new procedure is likely to represent the first reliable one for regiospecific monosulfenylation of carbonyl compounds.It is based on the reaction of the
ELECTROOXIDATIVE CLEAVAGE OF CARBON-CARBON BONDS. 3. PREPARATION OF ALKANEDIONES FROM CYCLOALKANONES THROUGH 2-PHENYLTHIO-1-CYCLOALKANONLS
Torii, Sigeru,Inokuchi, Tsutomu,Araki, Yoshihiro
, p. 1797 - 1806 (2007/10/02)
The tittle electrochemical procedures have been carried out either in a divided cell, giving keto acetals 3 from 2 (R1=H, R2=alkyl), or in an undivided cell, affording diketones 4 from 2 (R1=R2=alkyl), in modera
REARRANGEMENT OF CYCLIC ALCOHOLS WITH AN ADJACENT PHENYLTHIO (PhS-) GROUP: MIGRATION OF A PhS GROUP AROUND A RING.
Hannaby, Malcolm,Warren, Stuart
, p. 765 - 768 (2007/10/02)
PhS migratoin around rings (size 5-15) gives allyl sulphides with a regioselectivity wich varies with ring size.
