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Synthesis 2000; 2000(11): 1523-1525
DOI: 10.1055/s-2000-7602
short paper
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A Convenient Divergent Approach to the Alkaloids Isaindigotone and Luotonin A

Pedro Molina* , Alberto Tárraga, Antonia González-Tejero
  • *Departamento de Química Orgánica, Facultad de Química, Universidad de Murcia, Campus de Espinardo, E-30071 Murcia, Spain; Fax + 34 (9 68)36 41 49; E-mail: pmolina@fcu.um.es
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Publication Date:
31 December 2000 (online)

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Deoxyvasicinone has been used as the key intermediate to prepare the alkaloids isaindigotone and luotonin A. This intermediate is directly converted into isaindigotone by condensation with 4-acetoxy-3,5-dimethoxybenzaldehyde; alternatively oxidation with SeO2 afforded the pyrrolo[2,1-b]quinazoline-3,9-dione, a putative precursor of the luotonin A.

alkaloids - condensation - oxidations - isaindigotone - luotonin A - deoxyvasicinone - o-azidobenzoyl chloride