13509-30-3Relevant academic research and scientific papers
Sequential Xanthalation and O-Trifluoromethylation of Phenols: A Procedure for the Synthesis of Aryl Trifluoromethyl Ethers
Yoritate, Makoto,Londregan, Allyn T.,Lian, Yajing,Hartwig, John F.
, p. 15767 - 15776 (2019/12/04)
Molecules containing trifluoromethoxyaryl groups are of interest in pharmaceutical, agrochemical, and materials science research, due to their unique physical and electronic properties. Many of the known methods to synthesize aryl trifluoromethyl ethers require harsh reagents and highly controlled reaction conditions and rarely occur when heteroaromatic units are present. The two-step O-trifluoromethylation of phenols via aryl xanthates is one such method that suffers from these drawbacks. Herein, we report a method for the synthesis of aryl trifluoromethyl ethers from phenols by the facile conversion of the phenol to the corresponding aryl and heteroaryl xanthates with newly synthesized imidazolium methylthiocarbonothioyl salts and conversion of these xanthates to the trifluoromethyl ethers under mild reaction conditions.
Base-Induced Cyclization of Active Methylene Isocyanides with Xanthate Esters: An Efficient Method for the Synthesis of 5-Alkoxy-4-(tosyl/ethoxycarbonyl)-1,3-thiazoles
Rajeev, Narasimhamurthy,Swaroop, Toreshettahally R.,Anil, Seegehalli M.,Bommegowda, Yadaganahalli K.,Rangappa, Kanchugarakoppal S.,Sadashiva, Marilinganadoddi P.
supporting information, p. 2281 - 2284 (2017/10/06)
Sodium hydride-induced cyclization of 1-[(isocyanomethyl)sulfonyl]-4-methylbenzene or ethyl isocyanoacetate with various xanthate esters gave 5-alkoxy-4-tosylthiazoles or ethyl 5-alkoxythiazol-4-ylcarboxylates, respectively, in good to excellent yields. The xanthate ester S -methyl O -phenyl dithiocarbonate gave 5-(methylsulfanyl)-4-tosyl-1,3-thiazole when treated with 1-[(isocyanomethyl)sulfonyl]-4-methylbenzene under similar conditions.
Superoxide ion-promoted facile one-pot synthesis of O-alkyl-S-methyl dithiocarbonates from alcohol under mild reaction conditions
Singh, Satish Kumar,Singh, Krishna Nand
experimental part, p. 94 - 97 (2011/04/16)
A new, mild, and efficient protocol for the one-pot synthesis of O-alkyl-S-methyl dithiocarbonates (xanthates) has been described in reasonably good yields from a variety of alcohols employing carbon disulfide and methyl iodide using superoxide ion at room temperature. Copyright Taylor & Francis Group, LLC.
Synthesis of O-arylxanthates esters and derivatives
Humeres,Debacher,De Souza
, p. 1071 - 1079 (2008/09/18)
No successful attempts have been made to synthesize O-arylxanthate esters from metal salts with alkylating agents because the metal derivatives are too unstable for the effective synthesis of the esters. In this work, substituted R-phenylxanthates (R = H, p-MeO, o-Me, p-F) were obtained as barium salts that upon reaction with alkyl halides produced O-arylxanthate esters. The ethylaminolysis of methyl O-phenylxanthate formed diethyl thiourea as the final product because of the similar nucleofugality of phenoxy and ethylthioxy moieties. A new method was used to obtain N-ethyl O-p-methoxyphenyl- thioncarbamate from the reaction of p-methoxyphenol and N-ethylisothiocyanate in a heterogeneous mixture of dichloromethane and aqueous phosphate buffer, pH 7.
An efficient, one-pot, Triton-B catalyzed synthesis of O-alkyl-S-methyl dithiocarbonates
Chaturvedi, Devdutt,Ray, Suprabhat
, p. 1219 - 1223 (2007/10/03)
A novel process for the one-step conversion of a variety of primary and secondary alcohols into their O-alkyl-S-methyl dithiocarbonates using methyl iodide catalyzed by the Triton-B/CS2 system was developed. Thus, O-alkyl-S-methyl dithiocarbonates were obtained in very good to excellent yields. This protocol is mild and efficient compared to other methods.
Synthesis of 14-aryl-14H-7-thiadibenzo[a,j]anthracene
Khoramabadi-zad, Ahmad,Akbari, Safar-Ali,Shiri, Azam,Veisi, Hojat
, p. 2443 - 2449 (2007/10/03)
Preparation methods of dibenzoxanthene derivatives are surveyed alongside the synthesis of some of the titled compounds, which are the sulfur analogues of dibenzoxanthenes. Our new procedure for the conversion of phenols to thiophenols was used to prove the structure of such sulfur analogues. Copyright Taylor & Francis Inc.
ONE POT TRANSFER SYNTHESIS OF O-ALKYL, S-METHYL DITHIOCARBONATES (XANTHATES)
Lee, Albert W. M.,Chan, W. H.,Wong, H. C.,Wong, M. S.
, p. 547 - 552 (2007/10/02)
O-Alkyl, S-methyl dithiocarbonates of phenol, benzyl, primary and secondary alcohols were prepared in a one pot procedure under phase transfer catalysis conditions.
Pesticidal compositions containing phosphoric esters and divalent sulphur compounds
-
, (2008/06/13)
Pesticidal composition comprising: a pesticidal, phosphoric ester the molecule of which has at least one alkyl group of 1 to 3 carbon atoms, 0.05 to 10% of an agent stabilizing the said ester against decomposition by protonisation, together with adjuvants characterized in that the stabilizing agent comprises at least one sulphur compound containing per molecule at least one divalent sulphur atom of which one valence is bonded to an atom chosen from sulphur, carbon, nitrogen, hydrogen, and metals capable of giving a salt, the other valence being bonded to an atom chosen from hydrogen, the carbon atom already noted, a second carbon atom, the nitrogen atom already noted, a second nitrogen atom, the metal atom already noted in the case of a metal of valence greater than one, a second atom of metal and oxygen when the first valence is not attached to an atom of hydrogen, the proportion of sulphur calculated with reference to the weight of the sulphur compound being between 5 and 99%. Process for stabilizing a phosphoric ester of which the molecule possesses at least one alkyl group containing 1 to 3 carbon atoms characterized in that there is added to the phosphoric ester or to a mixture which contains it, 0.05 to 10% calculated on the weight of the phosphoric acid ester of an agent capable of stabilizing the said phosphoric ester against protonisation and comprising at least one sulphur compound such as that defined thereupon.
