69753-44-2Relevant academic research and scientific papers
Cs2CO3-promoted methylene insertion into disulfide bonds using acetone as a methylene source
Chen, Qian,Yu, Guodian,Wang, Xiaofeng,Huang, Yulin,Yan, Yan,Huo, Yanping
supporting information, p. 4086 - 4089 (2018/06/12)
An efficient halogen-free Cs2CO3-promoted methylene insertion into disulfide bonds has been achieved using acetone as a methylene source under mild conditions. This method provides a convenient and practical route to dithioacetals in up to 96% yield with good functional group compatibility.
Highly selective electrochemical fluorination of dithioacetal derivatives bearing electron-withdrawing substituents at the position α to the sulfur atom using poly(HF) salts
Yin, Bin,Inagi, Shinsuke,Fuchigami, Toshio
supporting information, p. 85 - 91 (2015/02/05)
Anodic fluorination of dithioacetals bearing electron-withdrawing ester, acetyl, amide, and nitrile groups at their α-positions was comparatively studied using various supporting poly(HF) salts like Et3N·nHF (n = 3-5) and Et4NF·nHF (
Reactions of 2-alkoxypropenals with thiols in neutral and acid media
Keiko,Funtikova,Stepanova,Chuvashev,Larina
, p. 970 - 976 (2007/10/03)
Addition of thiols to 2-alkoxypropenal in neutral medium at 20°C in the absence of a catalyst occurs regioselectively, following the Markownikoff pattern. The resulting 2-alkoxy-2-R-thiopropanals are capable of undergoing spontaneous isomerization to 1-al
Kinetic and thermodynamic control in the synthesis of methylglyoxal thioacetals from 2-ethoxypropenal
Keiko,Funtikova,Stepanova,Chuvashev,Larina,Voronkov
, p. 110 - 112 (2007/10/03)
Under kinetically controlled conditions, the addition of organylthiols to 2-ethoxypropenal follows the Markovnikov rule to give 2-ethoxy-2-organylthiopropanals which spontaneously isomerize to 1-ethoxy- 1-organylthiopropanones in storage or in the presenc
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.
THE AdNSNE MECHANISM IN THE REACTION OF PHENOL AND BENZENETHIOL WITH α-BROMO MICHAEL ACCEPTORS IN THE K2CO3-ACETONE SYSTEM
Rosnati, Vittorio,Saba, Antonio,Salimbeni, Aldo,Vettori, Umberto
, p. 249 - 256 (2007/10/02)
In the reaction of α-bromo Michael acceptors with either phenol or benzenethiol formal substitution of the vinylic bromine proceeds through addition of the phenolic reagent, followed by nucleophilic substitution and β-elimination (AdNSNE mechanism) in the system K2CO3-acetone.The process is shown to be stereospecific in the case of 2a,b and 3b,c, leading to the corresponding Z isomer.The reactivity of substrates 1-4 is discussed in terms of their structural features.
Chemistry of the Sulfur-Nitrogen Bond. 15. Sulfenylation of Sulfenamide Enolate Equivalents (SEE): α-(Arylthio)sulfenimines
Davis, Franklin A.,Mancinelli, Paul A.
, p. 2597 - 2601 (2007/10/02)
Studies directed toward the synthesis of α-(arylthio)sulfenimine derivatives 3 via sulfenylation of sulfenamide enolate equivalents (SEE) are described.Addition of aryl disulfides to the SEE (direct quench) afforded both the α-(arylthio)sulfenimine, 3, an
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.
α-CETOALDEHYDES A GROUPEMENT ALDEHYDIQUE OU CETONIQUE PROTEGE
Duhamel, Lucette,Chauvin, Joe,Messier, Angela
, p. 4171 - 4174 (2007/10/02)
α-Ketoaldehydes with protected ketogroup 2 or protected aldehydrogroup 3 are obtained by reaction of thiophenol or methanol with α-chloro-α-(phenylthio)aldehydes 7.
