13165-69-0Relevant academic research and scientific papers
Synthesis of benzo-ortho-thiazines S-oxides by diels-alder reaction of N-sulfinylanilines with norbornadiene
Veremeichik,Merabov,Chuiko,Lodochnikova,Plemenkov
, p. 1605 - 1609 (2014/02/14)
From substituted N-sulfinylanilines acting as dienes in the Diels-Alder reaction with norbornadiene S-oxides of benzo-ortho-thiazines were obtained, which were oxidized into the corresponding S,S-dioxides belonging to the class of hybrid thiazinesulfonami
N-heterocyclic carbene catalysis: Enantioselective formal [2+2] cycloaddition of ketenes and N-sulfinylanilines
Jian, Teng-Yue,He, Lin,Tang, Cen,Ye, Song
supporting information; body text, p. 9104 - 9107 (2011/10/13)
Sultam of swing: Both enantiomers of 1,2-thiazetidin-3-one oxides were obtained in very good yields with excellent enantioselectivities when using N-heterocyclic carbene catalysts (see scheme; M.S.=molecular sieves, TBS=tert-butyldimethylsilyl). The products were easily converted into 3-oxo-β-sultams, α-mercapto amides, and β-mercapto amines through oxidation or reduction. Copyright
Substituted N-aryl alk-1-enesulfinamides: Preparation, properties and conversion into the corresponding indole compounds [1]
Baudin, Jean-Bernard,Commenil, Marie-Gabrielle,Julia, Sylvestre A.,Lorne, Robert,Mauclaire, Laurent
, p. 329 - 350 (2007/10/03)
Reaction of vinylic organometallic derivatives with N-sulfinyl arenamines 2 affords the title sulfinamides 3. On heating their solutions in selected solvents to 80-124 °C, these sulfinamides are converted into the corresponding indoles 6, probably via a [3.3]-sigmatropic rearrangement to intermediates VIII which undergo an intramolecular carbophilic reaction of the nitrogen atom with the neighboring sulfine group, followed by elimination of HSOH. The triethyloxonium tetrafluoroborate- or boron trifluoride etherate catalyzed conversion 3 → 6 can be carried out at a much lower temperature. Elsevier,.
6?-Cycloadditions of Aryl and New Heteroaryl N-Sulphinylamines With 2,3-Dimethylbuta-1,3-diene: Synthesis, Kinetics, Substituent Effects, Theoretical Calculations, and Reaction Mechanism
Butler, Richard N.,O'Halloran, Gerard A.,Burke, Luke A.
, p. 1855 - 1860 (2007/10/02)
A range of new N-sulphinylamine derivatives of heteroaryl rings, including tetrazoles, oxadiazoles, thiadiazoles, thiazoles, and oxazoles is reported.The influence of the -N=S+-O- group on the n.m.r. spectra of the ring to which it i
NEW FACILE SYNTHESIS OF N-SULFINYLAMINE DERIVATIVES USING N,N'-SULFINYLBISIMIDAZOLE AND N-(CHLOROSULFINYL)IMIDAZOLE
Kim, Yong Hae,Shin, Jai Moo
, p. 3821 - 3824 (2007/10/02)
Treatment of amine derivatives such as amines, sulfonamides, and amides with N,N'-sulfinylbisimidazole (1) and N-(chlorosulfinyl)imidazole (2) in situ respectively gives the corresponding N-sulfinylamine derivatives (3): the latter reaction using N-(chlor
1,2-Thiazines and Related Heterocycles. Part 1. An Investigation of the Cycloadditions of N-Sulphinylanilines with 1,4-Epoxy-1,4-dihydronaphthalene and Other Alkenes
Hanson, Peter,Lewis, Robin J.,Stone, Thomas W.
, p. 1719 - 1724 (2007/10/02)
Evidence is adduced from the character of the alkenes which cycloadd to N-sulphinylanilines and from a kinetic investigation of the reactions of N-sulphinylanilines with 1,4-epoxy-1,4-dihydronaphthalene, examining the effects upon reaction rate of solvent polarity, temperature, and substitution in the N-sulphinylanilines, that the cycloadditions are pericyclic reactions of Diels-Alder type with inverse electron demand.A degree of charge separation in the transition state is indicated but this is small and confined essentially to the sulphinylaniline moiety.
Heterocyclic Synthesis with Malonyl Dichloride. Part 13. 6-Chloro-4-hydroxy-2-oxypyran-3-carboxanilides from N-Sulphinylanilines and Further Reactions of Malonyl Dichloride with Thiocyanates
Al-Ajely, Mohammed S.,Al-Rawi, Jasim M. A.,Elvidge, John A.
, p. 1575 - 1578 (2007/10/02)
N-Sulphinylanilines react with malonyl dichloride to give 6-chloro-4-hydroxy-2-oxopyran-3-carboxanilides with loss of the sulphoxide moiety as thionyl chloride.Milder conditions and electron-withdrawing substituents do not alter the course of the reaction of thiocyanates with malonyl dichloride to give 2-substituted-thio-7-chloro-4H,5H-pyranooxazine-4,5-diones.
