22805-27-2Relevant academic research and scientific papers
Copper-Catalyzed Synthesis of gem-Bisarylthio Enamines under Redox-Neutral Conditions
Ni, Jiabin,Mao, Xiaokang,Zhang, Ao
supporting information, p. 2004 - 2008 (2019/03/21)
An efficient approach for the construction of gem-bisarylthio enamines via coupling of oxime acetates with diaryl disulfides is developed. This process involved copper-catalyzed N?O/S?S bond cleavages and formation of two new C?S bonds. A broad range of s
Chemoselective Reduction of Trichloromethyl Compounds to gem-Dichloromethyl Groups Following Appel's Reaction Protocol
Romero-Reyes, Moises A.,Zaragoza-Galicia, Ivann,Olivo, Horacio F.,Romero-Ortega, Moises
, p. 9515 - 9519 (2016/10/14)
A simple and easy reduction of trichloroacetyl compounds following the modification of Appel's reaction protocol, using triphenylphosphine and methanol, afforded the corresponding dichloroacetyl compounds, with the exception of trichloroacetylmorpholine,
Air oxidative radical hydroxysulfurization of styrenes leading to β-hydroxysulfides
Zhou, Shao-Fang,Pan, Xiangqiang,Zhou, Zhi-Hao,Shoberu, Adedamola,Zou, Jian-Ping
, p. 3682 - 3687 (2015/04/14)
Air oxidative radical hydroxysulfurization of styrenes initiated by 0.5 mol % of tert-butyl hydroperoxide with arylthiols is described, and a new type of difunctionalization of alkenes was achieved.
Effects of adjacent acceptors and donors on the stabilities of carbon-centered radicals
Bordwell,Zhang, Xian-Man,Alnajjar, Mikhail S.
, p. 7623 - 7629 (2007/10/02)
The radical stabilization energies (RSEs) for 21 radicals, GCH2*, where G is an electron donor or acceptor group, were estimated from differences in homolytic C-H bond dissociation energies (ABDEs relative to that of methane). These RSEs were found to agree reasonably well in order with theoretically calculated RSEs that have been reported and with those obtained by averaging RSEs from nine different methods (a literature RRSx scale). But the RSEs estimated from ΔBDEs were almost without exception larger because the theoretical calculations and RRSx method greatly underestimate the size of most RSEs. The RSEs for GCH2* radicals were found to be enhanced to the extent that G is able to delocalize an odd electron on an adjacent carbon atom and were diminished by the presence of electron-withdrawing properties in G. Most groups stabilize the radical, but when the electron-withdrawing effect of the group is large, as in F3C? and Me3N+CH2? radicals, the net effect is to destabilize the radical relative to the methyl radical. The RSEs of 12 radicals of the type RSC?HG or PhSC?HG, relative to that of the GCH2? radical, were found to increase progressively as the acceptor group G was changed along the series Ph, fluorenyl (Fl), CO2Et, CN, COMe, and COPh. The RSEs of these donor-acceptor radicals were all smaller than the sum of the RSEs of the singly-substituted radicals, GCH2? and PhSCH2? (or RSCH2?). The effects of a second PhS or like donor and of a second acceptor on the RSEs were also determined. Examination of the RSEs of GC?(Ph)CN radicals indicates that the interactions of G and CN in the GC?CN moieties, with G = MeO, EtS, or c-C5H10N, are not synergistic as has been claimed from ESR studies.
Sodium Telluride-Mediated Sulfenylation of α-Halo Carbonyl Compounds with Diphenyl Disulfide
Padmanabhan, Seetharamaiyer,Ogawa, Takuji,Suzuki, Hitomi
, p. 1358 - 1360 (2007/10/02)
Under mild aprotic conditions α-halo carbonyl compounds react with diphenyl disulfide in the presence of sodium telluride to give the corresponding α-phenylthio derivatives in good to moderate yields.The reaction appears to proceed involving the sulfur-sulfur bond cleavage of diphenyl disulfide by sodium telluride.
THE REACTIONS OF 2,2,2-TRICHLORO-1-PHENYLETHANONE WITH O, C AND S NUCLEOPHILES
Hess, Sonia Corina,Nome, Faruk,Zucco, Cesar,Rezende, Marcos Caroli
, p. 3037 - 3046 (2007/10/02)
The reactions of 2,2,2-trichloro-1-phenylethanone with various oxygen, carbon and sulfur nucleophiles were investigated with a view of widening the use of trichloroethanones as acylating agents.
PUMMERER REARRANGEMENT PROMOTED BY POLYPHOSPHORIC ACID TRIMETHYLSILYL ESTER (PPSE)
Kakimoto, Masa-aki,Imai, Yoshio
, p. 1831 - 1834 (2007/10/02)
It was found that PPSE catalyzed Pummerer rearrangement of various types of sulfoxides.When α-(phenylsulfinyl)acetophenone was used as sulfoxide, unusual product, phenyl phenylthioglyoxylate was isolated.The reaction seems to proceed via phosphorylation of oxygen of sulfoxides.
PHOTOCHEMICAL RING CLOSURE OF α,α-BISULFENYLATED CARBONYL COMPOUNDS STEREOSELECTIVE FORMATION OF CIS-DIHYDROBENZOTHIOPHENES
Sasaki, Tadashi,Hayakawa, Kenji,Nishida, Sumio
, p. 75 - 83 (2007/10/02)
Photochemistry of α,α-bisulfenylated ketone has been investigated.Irradiation of 2-phenylthiodihydrothiophen-3-one (1) in benzene gave the radical recombination products 9 (63percent) and 10 (49percent).In a polar solvent, the ionic chemistry became predominant.Brief irradiation of 1 in acetonitrile and methanol gave the cis-fused dihydrothiophene 11 as the major product in 43percent and 20percent yields, respectively.The stereoselective photocyclization was generally observed for other ketones (2-8) in acetonitrile solution (Table 1).The photoproducts were easily dehydrated by treating with boron trifluoride etherate to give the corresponding benzothiophenes in high yields.Simple α-phenylthioketones are photoinert under the same conditions.The mechanism of this novel photocyclization of bisulfenylated ketones is also discussed.
STEREOSPECIFIC PHOTOCYCLIZATION OF α-BISULFENYLATED KETO COMPOUNDS. CIS-DIHYDROBENZOTHIOPHENES.
Sasaki, Tadashi,Hayakawa, Kenji,Nishida, Sumio
, p. 3903 - 3906 (2007/10/02)
Irradiation of α-bisulfenylated keto compounds in acetonitrile affords the cis-fused dihydrobenzothiophenes which are dehydrated to benzothiophenes in high yields.
