Topic
Tosyl azide
About: Tosyl azide is a research topic. Over the lifetime, 161 publications have been published within this topic receiving 2052 citations. The topic is also known as: tosyl azide & 4-methylbenzenesulfonyl azide.
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TL;DR: The domino reactions between NH-based secondary enaminones and tosyl azide have been developed for the synthesis of various N-substituted 1,2,3-triazoles by employing t-BuONa as the base promoter and proceed efficiently at room temperature with good substrate tolerance.
95 citations
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TL;DR: In this paper, three modification approaches to aminated polysulfones were investigated: replacement of aromatic bromine with nucleophilic NH 2 ; amination by electrophilic NH2 ; and amination of lithiated polysounds via azides and other electrophilic NH 2 synthons.
Abstract: Three modification approaches to aminated polysulfones were investigated : replacement of aromatic bromine with nucleophilic NH 2 ; amination by electrophilic NH 2 ; and amination of lithiated polysulfones via azides and other electrophilic NH 2 synthons. The former two approaches resulted in low levels of amination, or in polymer degradation. For the latter approach using lithiated polysulfones, we report an efficient alternative to the nitration-reduction methodology for introducing amine groups onto polysulfones and poly(aryl sulfones). Polysulfones activated either on the ortho sulfone sites or on the ortho ether sites by direct lithiation or bromination-lithiation, were converted to azides by treatment with tosyl azide, and then reduced to amine derivatives with sodium borohydride. This could be accomplished either by a two-step procedure whereby the azide was isolated, or by a one-pot modification. Near-quantitative conversions and high levels of functionalization were achieved for the overall process. Polymers having an amine degree of substitution (DS) of 1.0, 2.0, and 2.75 are reported. Structures were confirmed by NMR and IR spectroscopy. GPC, TGA, and T g data are also reported. A nonquantitative reaction of diphenylphosphoryl azide as well as 4-acetamidobenzenesulfonyl azide with lithiated polysulfones also gave aminated derivatives.
79 citations
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TL;DR: A novel rhodium(II)-catalyzed formal [3 + 2] cycloaddition of N-sulfonyl-1,2,3-triazoles with isoxazoles has been achieved that provides an efficient method for the synthesis of polysubstituted 3-aminopyrrole derivatives.
79 citations
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18 May 1998
TL;DR: In this article, a new compound is obtained by reacting an α-halogenothioanisole with an α,ω-alkanedithiol represented by formula III in an inert solvent such as an aromatic hydrocarbon, e.g. toluene in the presence of a hydrogen halide capturing agent.
Abstract: PROBLEM TO BE SOLVED: To obtain a new compound excellent in resolution properties and capable of providing a chemical amplification type resist affording a resist pattern of a good cross-sectional shape. SOLUTION: This compound is represented by formula I [R and R are each a 6-15C cyclic hydrocarbon; Z is a bivalent hydrocarbon; (n) is 1-5], e.g. 1,3-bis(phenylsulfonyldiazomethylsulfonyl)propane. The compound is preferably obtained by reacting an α-halogenothioanisole represented by formula II with an α,ω-alkanedithiol represented by formula III in an inert solvent such as an aromatic hydrocarbon, e.g. toluene in the presence of a hydrogen halide capturing agent, oxidizing the resultant compound with an oxidizing agent such as hydrogen peroxide, diazotizing the oxidized compound with a diazotizing agent such as tosyl azide and then separating and purifying the prepared compound.
72 citations
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69 citations