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Aziridines-IV Catalytic decomposition of phenyldiazomethane in Schiff's bases

✍ Scribed by R. Bartnik; G. Mlostoń

Publisher: Elsevier Science
Year: 1984
Tongue: French
Weight: 714 KB
Volume: 40
Category: Article
ISSN: 0040-4020
DOI: 10.1016/s0040-4020(01)83511-0

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✦ Synopsis

Catalytic decomposition of phenyldiazomethane in S&ill's bases is found to proceed via formation of trans-1,3dipole (azomethine ylide) as an intermediate product. Depending on the size and quantity of the substituents, the ylide undergoes either cyclization in controtatory sense to cia-aziridine or cycloaddition[2 + 31 to the CkN bond of imine. The reactivity of double bonds to ylide decreases in the order C=C > GO > C=N.

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