Über Diazoanhydride (1,2,3‐Oxydiazole oder Diazoxyde) und Diazoketone

Abstract

Leider hat es bisher an dem notigen Ausgangsmaterial 6-efehlt 2), urn die bei dem Diazoacetophenon so l) Die5.e Annxlen 312, 119 (1900); 325, 129 (1908); 333, 1 (1904); *) Bei eineln Destillationsversuch ging ein grofier Teil desl Rer. d. d. chem. Ges. 36, 3612 (1903). Diazoaceton; infolge Explosion xugrunde. ') L i n d e n h a y n , Ikitriige zur Renntnis der Diazoverbin-?) Diesc dunalen 325, 169 (1902); 333, 1 (1904). :I) Uber Ketluktioneri V O I~ Diazoverbindungen 8. C u r t i 11 s nnd J:iy, Her. d. d. chern. Ges. 5 , 775 (15%). D n r a p s k y , ebeudn 45, l t i. ' l l (1912). I l i m r o t h , diese Annalcn 3i3, 361 (1910). P i l o t y iind K i * r e s h e i m e r , ebeuda Y'iJ, 361 (1910). 4, Dnu Acc,t3.lcarnpherliydr2lzon lost sicli in 'LO prozentiger Salzsiiure und auch in :ilkoholischrr Satronlaugr leicht auf und mird anf Zrlsatz von Wasacr wicder ausgeWllt. dungen; Dissertation, Jena 190.7. ,) Vgl. S t a i t d i n g e r , Ber. d. (1. chem. Gcu. 44, 2199 (1911). ') G r e u l i c h , Beitriige eur Kenntnis der Diszoanhydride nnd Diazovorbinlungen, 6. 12. Dissertation, Jena 1905. K r i i c h e , Beitriige zur Kenntnis der 1,2,:$-Triazole, S. 12. Dissertation, Jena 190% p, Ber. d. d. chem. Ges. 44, 2336 (1909). 3, Am. chem. Journ. 16, 751 (1896). ') I'yrazin und die Methylpyrazine sind farblos; das Dimethyl-[Diese Annalen 326, 195 (1902).] ') Mittelst Ammoniak entstchcu nuch kleine Mengen von Acrt-*) Diese Annalen 325, 162 (1902). 7 Wahrscheinlich hatte A. A n g e l i die Verbindung in unreinem Zustande schon in Handeir (Gazz. chim. ital. '74, 370 jl694]). amid und 4-Acetyl-5-methyl-l,2,3-triazol.

Organocatalytic Enamide–Azide Cycloaddition Reactions: Regiospecific Synthesis of 1,4,5‐Trisubstituted‐1,2,3‐Triazoles

“…[4] A number of methods have thus far been reported to prepare N-substituted 1,2,3-triazoles, among which the cyclization of triazenes, [5] the synthesis of triazoles by Wolff, [6] and the cyclization of a-diazoamides. [7] However, most of these methods are not modular and require a multi-step synthesis for the precursors.…”

Lewis acid-catalyzed Wolff cyclocondensation in the synthesis of (1H-1,2,3-triazolyl)furoxans

“…All solvents were purified and dried using standard methods prior to use. 4-Amino-3-phenylfuroxan 2a, 45 4-amino-3-methylfuroxan 2b, 46 4-amino-3-(methoxycarbonyl)furoxan 2c, 47 3-acetyl-4-aminofuroxan 2d 48 and diazo compounds 3a,b 41 were synthesized according literature. All other reagents were purchased from Acros Organics and used without further purification.…”

“…This reaction was discovered in 1902 40,41 and has become one of the known synthetic approaches to 1,2,3-triazoles. 42,43 The advantage of this method is that it yields only one of the two possible regioisomers of the 1,2,3-triazoles with unsymmetrically substituted substrates and safe amines are used instead of dangerous azido derivatives.…”

Novel thin‐film composite membranes containing photoreactive groups part I: Choosing the photoreactive group

“…'H NMR (d,-DMSO) 6 3.14 (d, 6, CH,), 3.4 (t, 4, H-3, 5), 3.76 (m, 4, N-(3,4-Dicarboxyanhydrobenzoyl) N-(3,5-Dicarbomethoxybenzoyl)-5-bromo-7-ni~oindo~ne. 9 A mixture of 3,5-bis-carbomethoxy benzoic acid (8 g, 33.6 mmol), and 40 mL thionyl chloride containing two drops of pyridine was refluxed for 2 h. Excess thionyl chloride was removed under reduced pressure. Final traces of thionyl chloride were removed by azeotroping with benzene.…”