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Article Dans Une Revue Tetrahedron Letters Année : 2016

An expedient synthesis of N,N-dialkylamino-dihydroxanthene-pyrylium conjugated near-infrared fluorescent dyes

Résumé

An expedient synthesis of amino-(nor)dihydroxanthene-based fluorophores is reported, proceeding in two steps from commercially available salicylic aldehydes. The synthesis relies on the one-pot construction of the (nor)dihydroxanthene scaffolds through an oxa-Michael/retro-Michael/vinylogous aldol/dehydration cascade sequence. Further extension of the π-conjugated systems through a condensation reaction with a 2,4,6-trisubstituted pyrylium salt led to a novel class of near-infrared (NIR) fluorescent dyes with absorption/emission maxima in polar media in the ranges of 705–778 and 785–828 nm, respectively.
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hal-01391818 , version 1 (03-11-2016)

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Anthony Romieu, Jean-Alexandre Richard. An expedient synthesis of N,N-dialkylamino-dihydroxanthene-pyrylium conjugated near-infrared fluorescent dyes. Tetrahedron Letters, 2016, 57 (3), pp.317 - 320. ⟨10.1016/j.tetlet.2015.12.010⟩. ⟨hal-01391818⟩
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