Zur Chemie CO‐ und CS‐funktioneller Pentaazaspiro[4.5]decane: Ringöffnungs‐ und Ringverengungsreaktionen | Zendy

Heitz Heike | Zendy; Herrmann Gerhard | Zendy; SüßFink Georg | Zendy

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Zur Chemie CO‐ und CS‐funktioneller Pentaazaspiro[4.5]decane: Ringöffnungs‐ und Ringverengungsreaktionen

Author(s) -

Heitz Heike,

Herrmann Gerhard,

SüßFink Georg

Publication year - 1986

Publication title -

chemische berichte

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.667

H-Index - 136

eISSN - 1099-0682

pISSN - 0009-2940

DOI - 10.1002/cber.19861190920

Subject(s) - chemistry , decane , ring (chemistry) , medicinal chemistry , tetrafluoroborate , wittig reaction , stereochemistry , organic chemistry , catalysis , ionic liquid

On the Chemistry of CO and CS Functional Pentaazaspiro[4.5]decanes: Ring Opening and Ring Contraction Reactions [4.5]‐Spiropentaazacycles 1 – 5 containing CO or CS functions react with methylenetriphenylphosphorane, depending upon the ring position of the CO and CS groups, either within the scheme of a Wittig reaction ( 6 , 7 ) or under opening of the six‐membered ring to give cyclic orthoamides ( 8 , 9 ). With trimethyloxonium tetrafluoroborate, in addition to the replacement of sulfur against oxygen, the contraction of the ring system to give a [4.4]‐spirotetraazacycle 10 is observed.

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