Rac-2′,3a,6,6,6′,6′-Hexamethyl-3a,3b,6,7-tetra-hydrospiro-[benzo[2,3]cyclopropa[1,2-c]pyrazole-1,1′-cyclo-hepta[2,4]diene]

Autor: Marcus Baumann, Sophie Lapraille, Ian R. Baxendale
Jazyk: angličtina
Rok vydání: 2017
Předmět:
Zdroj: Molbank, Vol 2017, Iss 3, p M948 (2017)
Druh dokumentu: article
ISSN: 1422-8599
13212338
DOI: 10.3390/M948
Popis: This note describes a novel reaction cascade in which a tosylhydrazone derivative of eucarvone undergoes a non-classical dimerization process under basic conditions. The key step in this sequence is a dipolar cycloaddition between a diazo species and a transient cyclopropene. A proposed mechanism for this sequence is presented that is supported by single crystal X-ray analysis of the resulting dimer. We believe this unique transformation is of note as it highlights a neat and efficient entry to complex polycyclic architectures containing an embedded pyrazoline moiety.
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