On Acylhydrazones and 1,2,3-Thiadiazoles

Hurd, Charles D.; Mori, Raymond I.

doi:10.1021/ja01625a047

Cited by 205 publications

(80 citation statements)

References 1 publication

Supporting

Mentioning

Contrasting

Unclassified

Order By: Relevance

“…Aus den Lösungen lassen sich die monosubstituierten Pentacarbonyl-Komplexe (7)(8)(9)(10)(11)(12) in guten Ausbeuten isolieren. Zu identischen Verbindungen kommt man auch, wenn man zunächst photochemisch erzeugtes (THF)M(CO)s mit äquivalenten Mengen Thiadiazol umsetzt.…”

Section: Ergebnisse Und Diskussionunclassified

“…Die gelben (7,8) Beim Vergleich der 13 C-NMR-Spektren sind vor allem die chemischen Verschiebungen der Kohlenstoffatome C4 und C5 interessant. Die Einbeziehung des ^-Systems bei der Komplexierung sollte sich durch eine signifikante Hochfeldverschiebung ihrer 13 C-Resonanzen bemerkbar machen [27][28][29].…”

Section: Ergebnisse Und Diskussionunclassified

“…Neben Thiophen und Selenophen [1,2] selbst, existiert eine Vielzahl 5-gliedriger Heterocyclen, in denen ein oder zwei Kohlenstoffatome durch Stickstoffatome ersetzt sind. Von den 1.2.3-, 1.2.5-, 1.3.4-und 1.2.4-Diaza-Isomeren waren für uns zunächst die leicht zugänglichen 1.2.3-Thiadiazole [3][4][5][6][7][8][9] (1) und 1.2.3-Selenadiazole [8][9][10][11][12][13][14][15] (2) von Interesse.…”

unclassified

See 2 more Smart Citations

Synthese und Struktur von 1.2.3-Thiadiazol- und 1.2.3-Selenadiazol-Pentaearbonyl-Komplexen der Elemente Chrom und Wolfram / Synthesis and Structure of 1,2,3-Thiadiazol- and 1,2,3-Selenadiazol-Pentacarbonyl-Complexes of the Elements Chromium and Tungsten

Bätzel

Boese

1981

Zeitschrift Für Naturforschung B

View full text Add to dashboard Cite

Abstract From the reactions of (THF)M(CO)5 (M = Cr, W) with 4-phenyl-1,2,3-thiadiazol, 4-methyl-5-carboxylic acid-1,2,3-thiadiazol, 4-methyl-5-carboxylic acid ethyl ester-1,2,3-thiadiazol and 4-methyl-1,2,3-selenadiazol, pentacarbonyl-complexes are obtained as air stable compounds. IR spectra of products of similar reactions with M = Mo provide some evidence of the formation of analogous complexes. The thiadiazol complexes are also accessible directly, by photochemical displacement of carbonmonoxid in THF from the parent carbonyl. The X-ray structures of pentacarbonyl-(4-phenyl-1,2,3-thiadiazol)-tungsten and pentacarbonyl-(4-methyl-1,2,3-selenadiazol)-chromium show the coordina-tion of the ligand to the pentacarbonyl-metal-fragment via the nitrogen in position 2.

show abstract

Section: Ergebnisse Und Diskussionunclassified

unclassified

See 1 more Smart Citation

Synthese und Struktur von 1.2.3-Thiadiazol- und 1.2.3-Selenadiazol-Pentaearbonyl-Komplexen der Elemente Chrom und Wolfram / Synthesis and Structure of 1,2,3-Thiadiazol- and 1,2,3-Selenadiazol-Pentacarbonyl-Complexes of the Elements Chromium and Tungsten

Bätzel

Boese

1981

Zeitschrift Für Naturforschung B

View full text Add to dashboard Cite

show abstract

“…To this end, hetero-cyclization of semicarbazone 12 (as [C-C-N-N] unit) [8] to the corresponding 1,2,3-thiadiazole 9 (83%) was readily accomplished with SOCl 2 ([S] unit) [22]. By analogy to the above achieved Hurd-Mori reaction, the treatment of 4 with SeO 2 [23] in refluxing AcOH also proceeded to furnish primarily the selenadiazole 10 in 48% yield.…”

Section: Dmentioning

confidence: 99%

A Structurally Diverse Heterocyclic Library by Decoration of Oxcarbazepine Scaffold

et al. 2013

View full text Add to dashboard Cite

A library of new heterocyclic systems was synthesized starting from oxcarbazepine (OXC, Trileptal ® , 10-oxo-10,11-dihydro-5H-dibenzo[b,f]azepine-5-carboxamide). The key for these transformations is the α-enolizable ketone present on the [d]-side of our starting material OXC, thus, an in depth investigation of the literature to find heteroannulation reactions for substrates carrying an α-enolizable ketone gave us a boost to discover an excellent derivatization strategy and [3+2], [4+2] and [4+1] approaches were successfully developed. Almost always a pre-functionalization was needed, but also the direct one-pot heterocycle construction was also explored.

show abstract

“…In spite of the obvious attraction of Se and Sheterocycles, only a few preparative routes have been described. Lalezari et al [4][5][6] were the first to report the synthesis of a 1,2,3-selenadiazole ring by analogy with the 1,2,3-thiadiazole system, which had been prepared previously by Hurd and Mori [7]. We report herein the synthesis of new compounds containing 1,2,3-selenadiazole and 1,2,3-thiadiazole rings using the Lalezari et …”

mentioning

confidence: 98%

New 1,2,3-Selenadiazole and 1,2,3-Thiadiazole Derivatives

Al-Smadi

Ratrout

2004

Molecules

View full text Add to dashboard Cite

New 1,2,3-thiadiazole and 1,2,3-selenadiazole derivatives, 14-23, were prepared from the ketones 1-5 via the corresponding semicarbazones or hydrazones 6-12. The Hurd-Mori and Lalezari methods were used, respectively, for the preparation of these 1,2,3-thiadiazole and 1,2,3-selenadiazole derivatives. The intermediate 13 was also trapped, separated and fully characterized. These derivatives are important for photocrosslinking processes and due to their potential biological activity.

show abstract

On Acylhydrazones and 1,2,3-Thiadiazoles

Cited by 205 publications

References 1 publication

Synthese und Struktur von 1.2.3-Thiadiazol- und 1.2.3-Selenadiazol-Pentaearbonyl-Komplexen der Elemente Chrom und Wolfram / Synthesis and Structure of 1,2,3-Thiadiazol- and 1,2,3-Selenadiazol-Pentacarbonyl-Complexes of the Elements Chromium and Tungsten

Synthese und Struktur von 1.2.3-Thiadiazol- und 1.2.3-Selenadiazol-Pentaearbonyl-Komplexen der Elemente Chrom und Wolfram / Synthesis and Structure of 1,2,3-Thiadiazol- and 1,2,3-Selenadiazol-Pentacarbonyl-Complexes of the Elements Chromium and Tungsten

A Structurally Diverse Heterocyclic Library by Decoration of Oxcarbazepine Scaffold

New 1,2,3-Selenadiazole and 1,2,3-Thiadiazole Derivatives

Contact Info

Product

Resources

About