300549-87-5Relevant academic research and scientific papers
1-Aminobenzotriazole functionalisation using directed metallation: New routes to chromanes and chromenes using intramolecular benzyne trapping by alcohols
Knight, David W.,Little, Paul B.
, p. 2343 - 2355 (2007/10/03)
Metallation of 1-(tert-butoxycarbonylamino)benzotriazole 8 leads to the dianionic species 9 which undergoes smooth reactions with a range of electrophiles, under appropriate conditions. The derived iodide 30 undergoes efficient Sonogashira coupling with a range of alk-1-yn-3-ols to provide the expected arylalkynes 33, total or partial reduction of which leads to the arylpropanols 34 and the (Z)-allylic alcohols 40 respectively. N-Deprotection and exposure to N-iodosuccinimide then led to smooth benzyne generation and intramolecular trapping by the hydroxy functions with iodine incorporation to give the iodochromanes 35 and iodochromenes 41 respectively, in respectable overall yields. The Royal Society of Chemistry 2000.
New derivatives of the 1,2-benzodiazepine ring system
Knight, David W.,Little, Paul B.
, p. 3752 - 3757 (2007/10/03)
The adducts 10, formed in high yield by condensations between the benzotriazole dianion 2 and enals 9, undergo smooth oxidation by manganese(IV) oxide to provide the expected conjugated enones. These then cyclise at varying rates, depending upon the subst
