14859-20-2Relevant academic research and scientific papers
Stereoselective one-pot synthesis of substituted (4Z)-2-alkyl-4- benzylidene-4H-1,3-benzothiazines
Herrera, Antonio,Martinez-Alvarez, Roberto,Ramiro, Pedro,Sanchez, Angel,Torres, Rosario
, p. 4545 - 4547 (2004)
Substituted (4Z)-4-benzylidene-2-methyl-4H-1,3-benzothiazines (1) and (4Z)-2-ethyl-4-benzylidene-4H-1,3-benzothiazines (2) were synthesized by direct stereoselective reactions of S-phenyl ethanethioate or S-phenyl propanethioate with substituted benzyl ni
Trithioorthoester Exchange and Metathesis: New Tools for Dynamic Covalent Chemistry
Bothe, Michael,Furlan, Ricardo L. E.,Orrillo, A. Gastón,Von Delius, Max
supporting information, p. 1988 - 1994 (2019/10/22)
To expand the toolbox of dynamic covalent and systems chemistry, we investigated the acid-catalyzed exchange reaction of trithioorthoesters with thiols. We found that trithioorthoester exchange occurs readily in various solvents in the presence of stoichiometric amounts of strong Bronsted acids or catalytic amounts of certain Lewis acids. The scope of the exchange reaction was explored with various substrates, and conditions were identified that permit clean metathesis reactions between two different trithioorthoesters. One distinct advantage of S, S, S-orthoester exchange over O, O, O-orthoester exchange is that the exchange reaction can kinetically outcompete hydrolysis, thereby making the process less sensitive to residual moisture. We expect that the relatively high stability of the products might be beneficial in future supramolecular receptors or porous materials.
The reaction of thioesters with nitriles. A new synthetic approach to the preparation of substituted 4-alkylthio- and 4-arylthiopyrimidine derivatives
Herrera, Antonio,Martínez-Alvarez, Roberto,Ramiro, Pedro
, p. 7331 - 7336 (2007/10/03)
S-Alkyl and S-aryl thioesters react with nitriles in the presence of triflic anhydride to form substituted 4-alkylthio- and 4-arylthiopyrimidines. However, when methyl thiocyanate is used as nitrile, dithioimidocarbonates are formed. A mechanism to explain these differences is postulated.
ELIMINATION OF THIOPHENOL FROM PHENYL ORTHOTHIOESTERS IN THE MASS SPECTROMETER AND NOVEL REARRANGEMENT OF KETENE THIOACETALS UPON ELECTRON IMPACT
El-Khawaga, Ahmed M.,El-Zohry, Maher F.
, p. 179 - 183 (2007/10/02)
The mass spectra of four selected phenyl orthothioesters (1-4) have been measured.The obtained spectra revealed the conversion of the compounds (1-4) into ketene thioacetals (5-8) via the elimination of thiophenol in the mass spectrometer.The thermal natu
