Oxidation of aromatic and aliphatic triisopropylsilanylsulfanyls to sulfonyl chlorides: preparation of sulfonamides

A series of aromatic and aliphatic triisopropylsilanylsulfanyls were prepared and oxidized to the sulfonyl chlorides with KNO₃/SO₂Cl₂. The sulfonyl chlorides were characterized via their conversion to sulfonamides.     

Dipole moments and conformations of 2,3-diazaphenothiazines

The electric dipole moments of 2,3-diazaphenothiazine, N-methyl-2,3-diazaphenothiazine and its 1-chloro and 1,6-dichloro derivatives, have been measured at 25 ° C. The data obtained have been analyzed and discussed in terms of molecular solute conformations of these molecules.     

Dipole moments and molecular conformations of acetylpyrimidines

By comparing experimentally determined dipole moments with those derived from vector-addition and semiempirical computation using MNDO and AM 1 approximations the conformations of 4- and 5-acetylpyrimidines were found to be close to planar, while that of 2-acetylpyrimidine exhibited a torsion angle of 90°.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 10, pp. 1387–1390, October, 1992.     

Dipole moments and conformations of benzyldiphenylphosphine oxides

Conclusions The p-substituted benzyldiphenylphosphine oxides in solution have a conformation with a gauche orientation of the C_sp3-C_sp2 and P=O bonds.Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 5, pp. 1179–1180, May, 1982.     

Hetarylation of 1-methylpyrrole by isoquinoline in the presence of aromatic or aliphatic sulfonyl chlorides

When N-alkyl(or aryl) sulfonylisoquinolinium salts are reacted in situ with 1-methylpyrrole, 2-aryl (or alkyl) sulfonyl-1-(pyrrole-2-yl)-1,2-dihydroixoquinolines and 2,5-di[2-aryl(or alkyl)-sulfonyl-1,2-dihydroisoquinolin-1-yl]-1-methylpyrroles form with high yields.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 10, pp. 1379–1382, October, 1984.     

Dipole moments and molecular conformations of some thioanhydrides

Electric dipole moments of methyl thiobenzoate (1.70 D), thiophthalic anhydride (3.92 D) and dibenzoyl sulphide (3.88 D) have been measured in benzene at 25° C. The predicted moments of these compounds were calculated and the results interpreted in terms of their conformations.     

Dipole moments and molecular conformations ofO-vinyl- andO-ethylacetoximes in solutions

Dipole moments of the molecules ofO-vinyl- andO-ethylacetoximes in octane and THF were measured at different temperatures. In octane, the equilibrium mixture of stableO-vinylacetoxime conformers consists of forms with different polarity. Polarity of these conformers, which are due to rotation about the C−O and N−O bonds, is mainly determined by the relative position of the lone electron pairs of nitrogen and oxygen atoms. The fraction of the polar conformer increases as temperature increases, as well as on going from octane to THF. Saturation of the vinyl group in theO-vinylacetoxime molecule nearly halves the molecular dipole moment in the nonpolar medium, which radically differentiates this compound from vinyl ethers. Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 9, pp. 1685–1690, September, 1999.     

Dipole moments,kerr constants,and conformations of some substituted methyl cyclopropyl ketones

Conclusions The acetyl group in a substituted cyclopropane ring has an s-cis conformation that is distorted by either 15–20° (cis-2-halo-cis-3-methyl derivatives) or by 55–70° (cis-2-halo-1-methyl derivatives).Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 5, pp. 1174–1177, May, 1977.     

Iron-catalyzed regio- and stereoselective chlorosulfonylation of terminal alkynes with aromatic sulfonyl chlorides

Terminal alkynes react with aromatic sulfonyl chlorides in the presence of an iron(II) catalyst and a phosphine ligand to give (E)-β-chlorovinylsulfones with 100% regio- and stereoselectivity. Various functional groups, such as chloride, bromide, iodide, nitro, ketone, and aldehyde, are tolerated under the reaction conditions. Addition of tosyl chloride to a 1,6-enyne followed by radical 5-exo-trig cyclization gave an exocyclic alkenylsulfone.