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1-(1,3-Butadienyl)triazoles from 1-Vinyltriazoles and Electron-Rich Alkynes-Cleavage to “Push-Pull” 1,3-Butadienes

✍ Scribed by Dr. Hans Schubert; Prof. Dr. Manfred Regitz

Publisher: John Wiley and Sons
Year: 1983
Tongue: English
Weight: 212 KB
Volume: 22
Category: Article
ISSN: 0044-8249
DOI: 10.1002/anie.198305531

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✦ Synopsis

We recently found experimental evidence for this prediction ; reversible formation of an iminophosphane from its dimer, formed by [2 + 11 cycloadditionl'bl.

By means of insertion reactions the "carbene-like"[*' iminophosphanes should act as synthetic building blocks for phosphorus heterocycles.

We have now found that the azadiphosphirane 3[3a1, which is readily accessible from 1 by elimination of chloro(trimethyl)silane, undergoes an insertion reaction at 140°C with the intermediate tert-butyl(trimethy1silylimino)phosphane 2 to afford the two isomers 4a and 4b, which possess the previously unknown azatriphosphetidine framework. R2 I F Z 8 2 ~ R~-P-P=NR' R'N=P-P=NR'

📜 SIMILAR VOLUMES

ChemInform Abstract: Orthoamides. Part 5

ChemInform Abstract: Orthoamides. Part 50. Contribution to the Chemistry of Propiolaldehydaminales - Synthesis and Transformations to Push-Pull- Substituted Buta-1,3-dienes (cf. (VIII)), Cyclobutanes (cf. (X)), Vinylogous Amidinium Salts (cf. (XII)) and 1,2,3-Triazoles (cf. (XIII)) .

✍ M. KIESEL; E. HAUG; W. KANTLEHNER 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 32 KB 👁 1 views

Orthoamides. Part 50. Contribution to the Chemistry of Propiolaldehydaminales -Synthesis and Transformations to Push-Pull-Substituted Buta-1,3-dienes (cf. (VIII)), Cyclobutanes (cf. (X)), Vinylogous Amidinium Salts (cf. (XII)) and 1,2,3-Triazoles (cf. (XIII)) .