- Potassium tert-butoxide-mediated metal-free synthesis of sulfonamides from sodium sulfinates and N,N-disubstituted formamides
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By using formamides as amine sources, a novel and efficient KO-t-Bu mediated amination of sodium sulfinates has been developed. The reaction utilizes readily available starting materials under metal-free conditions, thus providing an alternative and attractive route to sulfonamides.
- Bao, Xiaodong,Rong, Xiaona,Liu, Zhiguo,Gu, Yugui,Liang, Guang,Xia, Qinqin
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supporting information
p. 2853 - 2858
(2018/06/25)
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- An approach to C-N activation: Coupling of arenesulfonyl hydrazides and arenesulfonyl chlorides with: Tert -amines via a metal-, oxidant- and halogen-free anodic oxidation
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tert-Amines were harnessed to afford arenesulfonyl hydrazides and arenesulfonyl chlorides via a metal-, oxidant- and halogen-free electrochemical oxidative coupling in an undivided cell at RT. This environmentally benign approach afforded a wide spectrum of sulfonamides in satisfactory yields using cheap and renewable Pencil Graphite Electrodes (PGEs).
- Sheykhan,Khani,Abbasnia,Shaabanzadeh,Joafshan
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supporting information
p. 5940 - 5948
(2017/12/26)
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- Dynamic Ligand Reactivity in a Rhodium Pincer Complex
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Ligand cooperativity provides (transition) metal complexes with new reactivities in substrate activation and catalytic reactions, but usually the ligand acts as an internal (Bronsted) base, while the metal acts as a (Lewis) acid. We describe the synthesis and stepwise activation of a new phosphane-pyridine-amide ligand PNNH2 in combination with RhI. The ligand is susceptible to stepwise proton and hydride loss from the nitrogen arm (imine formation) and deprotonation at the pyridylphosphine arm (dearomatization), giving rise to amine complex 1, amido species 2, imine complex 3 and dearomatized compound 4. Complex 4 bears a dual-mode cooperative PNN′ ligand containing both a (nucleophilic) basic methine fragment and a reactive (electrophilic) imine moiety. The basic ligand arm enables substrate deprotonation while the imine ligand arm enables reversible "storage" of the activated (nucleophilic) form of a sulfonamide substrate at the ligand. In combination with metal-based reactivity, this allows for the mono-alkylation of o-toluenesulfonamide with iodomethane. Compounds 1, 3 and 4 are structurally characterized. We also report the first structurally characterized example of an aminal in the coordination sphere of rhodium, complex 5, [Rh(CO)(PNN′′)], formed by sequential N-H activation of sulfonamide by the dearomatized ligand PNN′ and follow-up nucleophilic attack of anionic sulfonamide onto the imine fragment.
- Tang, Zhou,Otten, Edwin,Reek, Joost N. H.,Van Der Vlugt, Jarl Ivar,De bruin, Bas
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p. 12683 - 12693
(2015/09/01)
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- NEW PYRAZOLE DERIVATIVES HAVING CRTH2 ANTAGONISTIC BEHAVIOUR
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The present invention relates to a compound of formula (I), to the process for preparing such compounds and to their use in the treatment of a pathological condition or disease susceptible to amelioration by CRTh2 antagonist activity.
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Page/Page column 53-54
(2012/06/15)
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- New pyrazole derivatives having CRTh2 antagonistic behaviour
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The present invention relates to a compound of formula (I), to the process for preparing such compounds and to their use in the treatment of a pathological condition or disease susceptible to amelioration by CRTh2 antagonist activity.
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Page/Page column 34
(2012/06/05)
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- Conversion of sterically hindered phenols into the corresponding N,N-dimethylarenesulfonamides via the Newman-Kwart rearrangement
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The 2-alkyl- and 2,6-dialkylbenzenesulfonyl chlorides 5a-f were obtained in high yield by chlorination of the correspondingly substituted S-aryl N,N-dialkylthiocarbamates 4a-g.These precursors have been synthesized via the Newman-Kwart rearrangement of th
- Wagenaar, Anno,Engberts, Jan B. F. N.
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