New areno[e] indols, preparation method and application as...

C - Chemistry – Metallurgy – 07 – D

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C07D 487/04 (2006.01) C07D 209/60 (2006.01) C07D 491/048 (2006.01) C07D 495/04 (2006.01) C07D 519/00 (2006.01)

Patent

CA 2124072

Abstract The areno(e)indols have the formula (I). The methods comprises: (a) reacting (VI) with an aldehyde Ar"-CHO to obtain (VII); (b) oxidizing (VII) to yield the cetone (VIII); (c) reating (VIII) with a strong base and thereafter with an acyle chloride CICOR, to produce (IX); (d) subjecting to a photochemical cyclization (IX) to produce (I). In said formulas Ar is phenyl or substituted phenyl; Ar' is a radical (i) or )ii); R is an acyle group, Ar" is a phenyl, pyrolyl, furanyl or thiophenyl group substituted up to three times by any of the radicals R, R1, R2, or R3. The compounds (I) are useful as intermediates in the synthesis of hexahydroareno(e)cyclopropa(c)indol-4-ones with antitumoral activity.

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