New methodology for acridine synthesis using a rhodium-catalyzed benzannulation

Tetrahedron Letters

Volumn 45, Issue 13, 2004, Pages 2783-2786

  Belmont, Philippe ^a   Andrez, Jean Christophe ^a   Allan, Charlotte S M ^a  

^a UNIVERSITÉ LYON 1   (France)

Author keywords

[No Author keywords available]

Indexed keywords

ACRIDINE DERIVATIVE; QUINOLINE DERIVATIVE; RHODIUM;

ANNULATION REACTION; ARTICLE; CATALYSIS; CATALYST; CHEMICAL REACTION; DRUG SYNTHESIS; REACTION ANALYSIS;

EID: 1542328782     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2004.02.022     Document Type: Article

References (29)

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21. HMBC and HSQC NMR data (not shown) confirmed the structure of adduct 9 and 10.
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24. Raising the Rh(I) complex equivalent to 0.2 or 1 equiv led apparently to complexation with the quinoline aromatic nitrogen (since NMR shifting was observed), thus limiting the yield to 30% and causing deprotection of the starting material TBS-protected enol-ether group.
25. 2 led to low starting material transformation.
26. +·), found 453.2340.
27. +·), found 453.2335.
28. In this case, starting material was recovered.
29. Further heating led to decomposition and did not improve the yield.