52190-43-9Relevant academic research and scientific papers
Feasible Approach to Tricyclic and Tetracyclic cyclododecanone
Zoorob, Hanafi H.,Elsherbini, Mohamed S.,Hamama, Wafaa S.
, p. 941 - 944 (2016)
2-Bromocyclododecanone was utilized as precursor to synthesize polyfused heterocyclic cyclododecane ring systems. Transformation of 2-bromocyclododecanone (5) with 1H-benzimidazole-2-thiole (6), benzo[d]thiazole-2-thiol (9), 2-naphthol (12), and thiophenol (15) afforded thiazolo[2,3-b]benzimidazole (8), thiazolo[2,3-b]benzothaizole derivative (11) naphtho[1,2-d]furan derivative (14) and 2-(phenylthio)cyclododecanone (16), respectively.
One-pot synthesis of α-phenylsulfinyl ketones by reaction of phenyl benzenethiosulfinate with enolate anions, and synthesis of sulfoxides and sulfides by its reaction with Grignard reagents
Fakhry, Jerome,Grayson, David H.
, p. 556 - 563 (2017/12/28)
Phenyl benzenethiosulfinate reacts with enolate anions derived from ketones to give α-phenylsulfinyl ketones directly, together with minor amounts of α-phenylsulfanyl ketones. These are easily separated by forming the water-soluble sodium salts of the sulfinyl compounds. Grignard reagents also react with phenyl benzenethiosulfinate, to give mixtures of sulfoxides and sulfides.
Novel chemistry of α-tosyloxy ketones: Applications to the solution- and solid-phase synthesis of privileged heterocycle and enediyne libraries
Nicolaou,Montagnon,Ulven,Baran,Zhong,Sarabiat
, p. 5718 - 5728 (2007/10/03)
New synthetic technologies for the preparation and elaboration of α-tosyloxy ketones in solution and on solid-phase are described. Both olefins and ketones serve as precursors to these relatively stable chemical entities: olefins via a novel one-pot epoxi
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.
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
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.
Replacement of the Activated Nitro Group by a Phenylthio Group
Miyake, Hideyoshi,Yamamura, Kimiaki
, p. 89 - 92 (2007/10/02)
The nitro group, activated by a carbonyl group, alkoxycarbonyl group or a phenyl group, can be replaced by a phenylthio group in the reaction with benzenethiol or its potassium salt.This reaction proceeds in the electron transfer mechanism, and is applicable to the general syntheses of α-phenylthio ketones, α-phenylthio carboxylic esters and α-phenylthio alkylbenzenes from primary nitro compounds.
Oxidation of Alcohols with tert-Butyl Hydroperoxide and Diaryl Diselenide
Kuwajima, Isao,Shimizu, Makoto,Urabe, Hirokazu
, p. 837 - 842 (2007/10/02)
Treatment of alcohols with tert-butyl hydroperoxide in the presence of diaryl diselenide in refluxing benzene gives the corresponding aldehydes or ketones.Although some allylic alcohols undergo oxidation in the presence of 10-15 mol percent of bis(p-chlorophenyl) diselenide, use of 0.5 equiv of bis(2,4,6-trimethylphenyl) diselenide gives satisfactory results in almost all cases.The procedure can be used for selective oxidation of alcohols bearing a phenylthio or phenylseleno group, which usually survives the reaction conditions to give the corresponding carbonyl compounds.
SELECTIVE OXIDATION OF HYDROXY GROUPS OF PHENYLTHIO AND PHENYLSELENO ALCOHOLS
Shimizu, Makoto,Urabe, Hirokazu,Kuwajima, Isao
, p. 2183 - 2186 (2007/10/02)
Various kinds of alcohols bearing phenylthio or phenylseleno moiety were converted into the corresponding carbonyl compounds in good to excellent yields by treating with dimesityl diselenide and tert-butyl hydroperoxide.
