- Synthesis of Aryl Trimethylstannane via BF3·OEt2-Mediated Cross-Coupling of Hexaalkyl Distannane Reagent with Aryl Triazene at Room Temperature
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BF3·OEt2-mediated cross-coupling of (SnMe3)2 with aryl triazene offers a new strategy for the synthesis of aryl stannane. A variety of synthetically useful aryl trimethylstannanes were produced in moderate to good yields with this metal-free approach. One-pot sequential Stille cross-coupling with different aryl bromides provides a short entry to both symmetrical and unsymmetrical biaryl compounds.
- Mao, Shuai,Chen, Zhengkai,Wang, Lu,Khadka, Daulat Bikram,Xin, Minhang,Li, Pengfei,Zhang, San-Qi
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p. 463 - 471
(2019/01/10)
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- PREPARATION AND MEDICAL USE OF TRIAZENES
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The present invention relates to a novel method for preparing triazenes. Further, the invention relates to novel triazenes and the use of N2O for preparing a compound comprising a triazene group. Further, the invention relates to the use of the
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- Synthesis of triazenes with nitrous oxide
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Triazenes are valuable compounds in organic chemistry and numerous applications have been reported. Furthermore, triazenes have been investigated extensively as potential antitumor drugs. Here, we describe a new method for the synthesis of triazenes. The procedure involves a reagent which is rarely used in synthetic organic chemistry: nitrous oxide (N2O, laughing gas ). Nitrous oxide mediates the coupling of lithium amides and organomagnesium compounds while serving as a nitrogen donor. Despite the very inert character of nitrous oxide, the reactions can be performed in solution under mild conditions. A key advantage of the new procedure is the ability to access triazenes with alkynyl and alkenyl substituents. These compounds are difficult to prepare by conventional methods because the required starting materials are unstable. Some of the new alkynyltriazenes were found to display high cytotoxicity in in vitro tests on ovarian and breast cancer cell lines.
- Kiefer, Gregor,Riedel, Tina,Dyson, Paul J.,Scopelliti, Rosario,Severin, Kay
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p. 302 - 305
(2015/02/18)
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- KINETICS AND MECHANISM OF ACID CATALYZED DECOMPOSITION OF 1-PHENYL-3,3-DIALKYLTRIAZENES
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Five model 1-phenyl-3,3-dialkyltriazenes (methyl, ethyl, 2-propyl, butyl, cyclohexyl) have been synthesized and their acid-catalyzed decomposition kinetics have been investigated spetrophotometrically in aqueous ethanol (40 vol.percent) with pivalic acid as the catalyst.The results show that the rate-determining step is catalyzed by the proton.The decrease in the observed rate constant at higher concentrations of pivalic acid is explained by the formation of an unreactive complex of the nondissociated acid and respective triazene.The steric effect of alkyl groups on the catalytic rat constants is discussed.
- Ludwig, Miroslav,Valaskova, Pavla,Pytela, Oldrich
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p. 401 - 411
(2007/10/02)
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