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ChemInform Abstract: Approaches to 1,1-Disubstituted Cinnolin-3-ylio Oxides: Synthesis and Reactivity of a New Class of Heterocyclic Betaines.

✍ Scribed by V. J. ARAN; J. L. ASENSIO; J. MOLINA; P. MUNOZ; J. R. RUIZ; M. STUD

Publisher: John Wiley and Sons
Year: 2010
Weight: 35 KB
Volume: 28
Category: Article
ISSN: 0931-7597
DOI: 10.1002/chin.199750155

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✦ Synopsis

Approaches to 1,1-Disubstituted Cinnolin-3-ylio Oxides: Synthesis and Reactivity of a New Class of Heterocyclic Betaines.

-The title cinnolinylio oxides (IV), which represent a new class of heterocyclic aminimides, are smoothly prepared by intramolecular cyclization of 2-fluorophenylacetohydrazides (III). Attempts to prepare these betaines by cyclization of nitrenes expected from the thermal decomposition of 2aminophenylacetyl azides fail. The cinnolinylio oxides (IV) can be readily transformed into the corresponding alkyl halide elimination products (cf. (V), (VII)). Further transformation of these elimination products (→ (VI), ( VIII), (X)/(XI)) are described. -(ARAN, V.

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