74484-52-9Relevant academic research and scientific papers
Co-condensation reactions of substituted aromatic compounds with lithium atoms at 77 K
Dunne, John P.,Bockmeyer, Matthias,Tacke, Matthias
, p. 458 - 466 (2007/10/03)
Lithium atoms were co-condensed with +I-substituted benzene derivatives like trimethyl(phenyl)silane and tert-butylbenzene in the presence of THF at 77 K, which resulted in C-H bond activation, to produce the aryllithium compound as well as the coupling o
Amine-chelated aryllithium reagents - Structure and dynamics
Reich,Goldenberg,Gudmundsson,Sanders,Kulicke,Simon,Guzei
, p. 8067 - 8079 (2007/10/03)
Multinuclear NMR studies of five-membered-ring amine chelated aryllithium reagents 2-lithio-N,N-dimethylbenzylamine (1), the diethylamine and diisopropylamino analogues (2, 3), and the o-methoxy analogue (4), isotopically enriched in 6Li and s
Alkylation and Oxidation of 6,7-Dihydro-6-methyl-5H-dibenzothiazocine. Selective Oxidation of the Sulfide Moiety by Transannular Participation of the Amino Group
Ohkata, Katsuo,Takee, Kohichi,Akiba, Kin-ya
, p. 1946 - 1952 (2007/10/02)
6,7-Dihydro-6-methyl-5H-dibenzothiazocine (7) was prepared by cyclization of the corresponding amino alcohol using thionyl chloride in acetonitrile.Methylation of 7 gave N,N-dimethyl derivative (8) as the sole product.Treatment of 7 with various
DECELERATED METHYL TRANSFER FROM ?-AMMONIOMETHYLSULFURANE COMPARED WITH THE CORRESPONDING METHYLSULFONIUM SALTS
Ohkata, Katsuo,Takee, Kohichi,Akiba, Kin-ya
, p. 4859 - 4862 (2007/10/02)
The rate of methyl transfer to pyridine-d5 of ?-ammoniomethylsulfurane, i.e., S,N-dimethyl-6,7-dihydro-5H-dibenzo thiazocinium salt(1), was slower by 1300 times than that of methyldiphenylsulfonium salt (3).Activation parameters at 25 deg C were obtained for 1, ΔH(excit.)=23.1, ΔS(excit.)=-7.8, and for 3, ΔH(excit.)=18.1 kcal/mol, ΔS(exit.)=-10.3 e.u., which are in accord with the hypervalent bonding of 1.
Alkylation of Benzothiazolines and the Stevens Rearrangement of the Resulting 2,3,3-Trisubstituted Benzothiazolinium Salts
Akiba, Kin-ya,Ohara, Yoshio,Inamoto, Naoki
, p. 2976 - 2983 (2007/10/02)
Alkylation of 2-substituted 3-methyl- or 3-ethylbenzothiazolines with Meerwein reagents gave 2-substituted 3,3-dialkylbenzothiazolinium tetrafluoroborates (3).The configuration of two alkyl groups on the nitrogen was assigned by NMR spectra and NOE measurement.In the Stevens rearrangement of 3 with lithium diisopropylamide ethyl group showed a much larger migratory aptitude (Et:Me>20:1) than methyl group irrespective of the configuration of 3, and cyclic ammonium ylide with planar ?-type carbanion was proposed as an intermediate. 3 suffered nucleophilic attack at the ring sulfur atom by butyllithium to afford a ring-opened ammonium ylide, which collapses to a radical pair to give unusual Stevens rearrangement product, where o-alkylthiophenyl group migrated selectively in preference to alkyl group, because of stabilization by participation of o-alkylthio group.
