155912-07-5Relevant academic research and scientific papers
1-Azatriene cyclisation as a route to annelated pyrido[4,3-b]indoles
Gilchrist, Thomas L.,Kemmitt, Paul D.,Germain, Andrew L.
, p. 4447 - 4456 (1997)
Derivatives of indole-3-carbaldehyde oxime have been prepared that bear a carbon-carbon double bond at C-2 and a five- or six-membered ring linking the α-carbon atom of the vinyl group and the indole nitrogen atom. Compound 9, with a five-membered ring linking the two atoms, failed to undergo a cyclisation reaction on heating. However the oximes 16 and 22, with a six-membered ring linking the two atoms, cyclised in boiling toluene. The cyclisation led to the formation of the pyridoindoles 17 and 18, respectively.
ELECTROCYCLIC RING CLOSURE OF 1-AZATRIENES AS A ROUTE TO THE INDOLONAPHTHYRIDINE RING SYSTEM
Germain, Andrew L.,Gilchrist, Thomas L.,Kemmitt, Paul D.
, p. 697 - 700 (2007/10/02)
t-Methods of annelation of indole across the 1- and 2-positions have been explored using both the intramolecular Heck reaction and Dieckmann cyclisation.Two examples 5 and 7 of the title ring system have been produced by the thermal cyclisation of indole-3-carboxaldehyde oximes with an akenyl substituent at C-2.
