119910-38-2Relevant articles and documents
Method for preparing 1-chloro-5-alkylisoquinolines condensed with aromatic groups
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, (2008/06/13)
To prepare the compound (I), a lithiation of the compound (II) is performed, an aldehyde (IV) is reacted with the compound (III) formed, leading to the secondary alcohol (V) which is subjected to a reduction leading to the compound (VI), which is then subjected to a hydrolysis (of the dioxolane group)/cyclization/dehydration reaction. The procedure may be followed by a nucleophilic substitution reaction of the chlorine. The compounds (a) below exhibit antitumor activity. STR1 R=C1 -C3 alkyl; Ar=aromatic or polycyclic aromatic group; R1 and r2 =H or C1 -C3 alkyl; and n=2 to 4. No drawing.
1-FUNCTIONALIZED 5,6-DIMETHYL-6H-PYRIDOCARBAZOLES (ELLIPTICINES) AND ANALOGUES: A NEW RAPID SYNTHESIS
Bisagni, Emile,Rautureau, Marilys,Huel, Christiane
, p. 1671 - 1678 (2007/10/02)
4-Acetyl-2-chloro-3-lithiopyridine ethylene glycol ketal reacts with 3-formyl-5-methoxy-1-methylindole and 3-formyl-1-methyl-1H-pyrrolopyridine, giving the expected alcohols whose triethylsilane-trifluoroacetic acid reduction at room temperature followed by ketal hydrolysis and cyclisation in acid medium leads in one step to 1-chloro-9-methoxy-5,6-dimethyl-6H-pyrido carbazole and 10-chloro-5,6-dimethyl-5H-pyridopyrroloisoquinoline respectively, in 30percent overall yields. 1-Functionalized 11-nor-ellipticines and analogues are thus obtained via a two-step convergent pathway which appears to be particularly attractive for the rapid synthesis of various condensed heterocyclic systems.
