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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.