Easily accessible N-ethoxycarbonyl-2-alkynylindoles undergo, in the presence of primary aryl amines and under TiCl4/t-BuNH2 catalysis, domino hydroamination–annulation reactions giving rise to pyrimido[1,6-a]indolones in good to excellent yields. The reaction involves an initial highly regio- and chemoselective hydroamination reaction. The obtained compounds show interesting fluorescence properties and could represent a new class of useful markers for bioanalytical purpose
Novel Domino Approach to Fluorescent Pyrimido[1,6-a]indolones / D. Facoetti, G. Abbiati, L. D’Avolio, L. Ackermann, E. Rossi. - In: SYNLETT. - ISSN 0936-5214. - 2009:14(2009), pp. 2273-2276. [10.1055/s-0029-1217807]
Novel Domino Approach to Fluorescent Pyrimido[1,6-a]indolones
D. FacoettiPrimo
;G. AbbiatiSecondo
;E. RossiUltimo
2009
Abstract
Easily accessible N-ethoxycarbonyl-2-alkynylindoles undergo, in the presence of primary aryl amines and under TiCl4/t-BuNH2 catalysis, domino hydroamination–annulation reactions giving rise to pyrimido[1,6-a]indolones in good to excellent yields. The reaction involves an initial highly regio- and chemoselective hydroamination reaction. The obtained compounds show interesting fluorescence properties and could represent a new class of useful markers for bioanalytical purpose
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