Fluorogenic aldehydes bearing arylethynyl groups: turn-on aldol reaction sensors for evaluation of organocatalysis in DMSO

TETRAHEDRON LETTERS

卷:55

Article

Mase, Nobuyuki^1,2  Ando, Taishi^1,2  Shibagaki, Fumiya^1,2  Sugita, Atsushi^1,2  Narumi, Tetsuo^1,2  Toda, Mitsuo^1,2  Watanabe, Naoharu^1,2  Tanaka, Fujie³ 

[1] Shizuoka Univ, Grad Sch Engn, Dept Appl Chem & Biochem Engn, Hamamatsu, Shizuoka 4328561, Japan

[2] Shizuoka Univ, Green Energy Res Div, Res Inst Green Sci & Technol, Hamamatsu, Shizuoka 4328561, Japan

[3] Grad Univ Adv Studies, Okinawa Inst Sci & Technol, Chem & Chem Bioengn Unit, Onna, Okinawa 9040495, Japan

关键词: Fluorogenic probe;    Fluorescent molecules;    High-throughput screening;    Carbon-carbon bond formation;    Organocatalysis;   

DOI  :  10.1016/j.tetlet.2014.02.007

来源: Elsevier

【 摘 要 】

Fluorogenic aromatic aldehydes bearing arylethynyl groups were developed. They were used for monitoring the reaction progress of organocatalytic aldol reactions in DMSO through an increase in the fluorescence intensity based on the formation of the florescent aldol product. The ratios of the fluorescence intensities of the aldols to the aldehydes were more than 300. These results suggest that the fluorescence assay system using the aldehyde is useful for the rapid identification of superior aldol catalysts and reaction conditions. (c) 2014 Elsevier Ltd. All rights reserved.

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