19020-59-8Relevant academic research and scientific papers
Synthesis of Hypervalent Iodine(III) Reagents Containing a Transferable (Diarylmethylene)amino Group and Their Use in the Oxidative Amination of Silyl Ketene Acetals
Kiyokawa, Kensuke,Okumatsu, Daichi,Minakata, Satoshi
supporting information, p. 8907 - 8911 (2019/05/28)
The preparation of some hypervalent iodine reagents containing a transferable amino group derived from benzophenone imine derivatives is reported. The reagents can be readily prepared and stored as a bench-stable solid, and were successfully used in the transition-metal-free oxidative amination of silyl ketene acetals to afford the corresponding α-amino esters, the benzophenone imine moieties of which could be easily hydrolyzed, thereby leading to the formation of primary amines.
Syn/anti switching by specific heteroatom-titanium coordination in the Mannich-like synthesis of 2,3-diaryl-β-amino acid derivatives
Bonetti, Andrea,Clerici, Francesca,Foschi, Francesca,Nava, Donatella,Pellegrino, Sara,Penso, Michele,Soave, Raffaella,Gelmi, Maria Luisa
supporting information, p. 3203 - 3209 (2014/06/09)
A very efficient synthesis of 2,3-diaryl-β-amino acid derivatives is realized by a TiCl4/triethylamine-catalyzed Mannich-like reaction of arylacetic or arylthioacetic esters with arylimines. The presence on the arylacetic moiety of an ortho-het
Convenient methods for synthesis of C2-symmetric diphenyltetrahydrothiophenes
Periasamy, Mariappan,Ramani, Gurubrahamam,Muthukumaragopal, Gopal P.
scheme or table, p. 1739 - 1743 (2009/12/27)
Racemic and optically pure (-)-(3R,4R)-3,4-diphenyltetrahydrothiophene, (+)-(2S,5S)-2,5-diphenyltetrahydrothiophene, and (-)-(3S,6S)-3,6-diphenyl-1,2- dithiane were synthesized by use, in the crucial steps, of the easy-to-handle borane systems tetrabutylammonium borohydride-iodine and tetrabutylammonium borohydride-iodomethane. Georg Thieme Verlag Stuttgart.
Copper catalyzed oxidation of organozinc halides
Su, Xianbin,Fox, David J.,Blackwell, David T.,Tanaka, Kiyotaka,Spring, David R.
, p. 3883 - 3885 (2007/10/03)
A wide range of organozinc substrates may be oxidized in the presence of catalytic copper to give carbon-carbon bonds in high yield. The Royal Society of Chemistry 2006.
The thionophosphate-thiolophosphate photoisomerization proceeds predominantly through a non-chain radical pathway. Synthetically viable benzylation of tetrahydrofuran, propan-2-ol and olefins
Yadav, Veejendra K.,Balamurugan, Rengarajan,Parvez, Masood,Yamdagni, Raghav
, p. 323 - 332 (2007/10/03)
The photoirradiation of thionophosphates, ROP(S)(OEt)2, derived from benzyl and vinylogously benzyl alcohols in CH3CN, with a Hanovia medium-pressure mercury lamp in a quartz vessel leads to the formation of the corresponding thiolophosphates, RSP(O)(OEt)2, through a non-chain radical pathway. This behavior of thionophosphates is unlike that of the related phosphates, which react through ionic dissociation-recombination processes. When the irradiation is conducted in solvents such as PriOH, THF and toluene, benzylation of these solvents takes place in synthetically respectable yields. Irradiation of thionophosphates in CH3CN leads to a convenient allylic benzylation of olefins.
Dependence of the reactivities of titanium enolates on how they are generated: Diastereoselective coupling of phenylacetic acid esters using titanium tetrachloride
Matsumura, Yoshihiro,Nishimura, Maiko,Hiu, Hiroyuki,Watanabe, Mitsuaki,Kise, Naoki
, p. 2809 - 2812 (2007/10/03)
Oxidative coupling of phenylacetic acid esters was easily achieved by treating the esters with TiCl4 and then adding Et3N to the resulting solution. The products consisted of dl- and meso-2,3-diphenylsuccinic acid esters with the Claisen condensation product, and the ratio of these products depended on the reaction conditions. Reaction conditions suitable for high dl selectivity were determined, and a dimer of titanium enolate was postulated as an intermediate responsible for the high dl selectivity. The selectivities were compared with those in known oxidative couplings in which titanium enolate intermediates are prepared through lithium enolates and silyl enol ethers. The results suggest that the reactivities of titanium enolates intermediates depend on how they are generated.
Electrochemical methoxylation of arylacetates
Kato,Suzuki,Shimamura,Nozawa,Kawai,Nakajima
, p. 1037 - 1038 (2007/10/02)
Electrochemical methoxylation at the active methylene group of phenylacetates and 1-naphthaleneacetate was conducted successfully at room temperature, in methanol containing potassium iodide as an electron carrier and sodium methoxide as a base and a methoxylating agent. Along with the mono-methoxylated products, dimethoxy, hydroxy, and oxo derivatives as well as the dimers (succinates) were produced as by-products.
W(CO)6 Mediated C-S Bond Cleavage Reactions
Ng, Chi Tat,Wang, Xiaojun,Luh, Tien-Yau
, p. 2536 - 2539 (2007/10/02)
W(CO)6-mediated reactions of thioethers in refluxing chlorobenzene yielded mainly the corresponding dimers.Optically active thioethers give the respective racemic products.Mercaptans, on the other hand, predominantly afford the corresponding reduced products.A deuterium labeling experiments suggest that the SH group is the hydrogen source in the latter reduction reactions.A free-radical mechanism is suggested.
