Application of triazenes for protection of secondary amines

Łaźny, Ryszard; Sienkiewicz, Michał; Bräse, Stefan

doi:10.1016/s0040-4020(01)00495-1

Cited by 45 publications

(29 citation statements)

References 23 publications

Supporting

Mentioning

Contrasting

Unclassified

Order By: Relevance

“…The amines were regenerated in good yield using 50 % trifluoroacetic acid (TFA) in CH 2 Cl 2 at room temperature. Other secondary amines that have been protected as triazenes for analogous purposes include piperazine derivatives,55 proline derivatives,55 3‐alkoxy‐4‐aryl piperidines,56 and nortropanes 55…”

Section: Triazenes Used To Protect/generate An Aminementioning

confidence: 99%

Triazenes: A Versatile Tool in Organic Synthesis

Kimball

Haley

2002

Angew. Chem. Int. Ed.

280

149

View full text Add to dashboard Cite

Triazenes (RN=N-NR'R") are a class of compounds that hold much promise in preparative chemistry as they are reactive groups which are both stable and adaptable to numerous synthetic transformations. Useful to scientists in pharmacology, total synthesis, polymer technology, and the construction of novel ring systems, to name a few areas, triazenes also have a tendency to surprise chemists with new reactions and increasing applicability. This review highlights some of the recent advances and diversity possible with these types of systems.

show abstract

Section: Triazenes Used To Protect/generate An Aminementioning

confidence: 99%

Triazenes: A Versatile Tool in Organic Synthesis

Kimball

Haley

2002

Angew. Chem. Int. Ed.

280

149

View full text Add to dashboard Cite

show abstract

“…Gross, Blank und Welch f¸hrten an einer Reihe Triazen-gesch¸tzter Bromanilin-Derivate Brom-Lithium-Austauschreaktionen mit anschlie˚ender Umsetzung mit Elektrophilen durch (Schema 5). Unter den sekund‰ren Aminen, die zu ‰hnlichen Zwecken als Triazene gesch¸tzt wurden, sind Piperazin-Derivate, [55] Prolin-Derivate, [55] 3-Alkoxy-4-arylpiperidine [56] und Nortropane. Die leicht zug‰nglichen Bromaniline wurden in Triazene umgewandelt und mit sec-oder tert-Butyllithium metalliert.…”

Section: Verwendung Von Triazenen F¸r Schutz Und Herstellung Von Aminenunclassified

“…[52] Die Triazen- Schutzgruppe wurde hier eingesetzt, da sie gegen¸ber elektrophilen Reagentien best‰ndig ist und die Bildung von metaund para-Carbanionen zul‰sst. [55] Br‰se und Mitarbeiter haben Triazene als Schutzgruppen f¸r Amine [57,58] und Amide [4,59] bei organischen Festphasen- synthesen verwendet. Diese Arylcarbanionen reagierten glatt mit Kohlenstoff-, Schwefel-oder Silicium-Elektrophilen oder auch D 2 O.…”

Section: Verwendung Von Triazenen F¸r Schutz Und Herstellung Von Aminenunclassified

Triazene: vielseitige Verbindungen für die organische Synthese

Kimball

Haley

2002

Angew. Chem.

View full text Add to dashboard Cite

“…In this study, it is tried to show a different and modern method for synthesizing these compounds.Triazene compounds have been used for the preparation of several sensors for determination of heavy metals, [9,10] and also used in solid-phase extraction. [11,12] They have been studied for their anorectic activity and potency against specific tumor cell lines, [13][14][15][16][17] as well as they have been applied as protecting groups in natural product synthesis [18,19] or used to form heterocycles. [20,21] Various compounds have been prepared from these compounds, because of linkage ability of them to carbonic nano tubes that have important abilities especially in man's body metabolism.…”

Section: Introductionmentioning

confidence: 99%