Beilstein Journal of Organic Chemistry | |
Chemistry of polyhalogenated nitrobutadienes, 14: Efficient synthesis of functionalized (Z)-2-allylidenethiazolidin-4-ones | |
Mimoza Gjikaj1  Dieter E. Kaufmann2  Viktor A. Zapol’skii2  Jan C. Namyslo2  | |
[1] Institute of Inorganic and Analytical Chemistry, Clausthal University of Technology, Paul-Ernst-Str. 4, 38678 Clausthal-Zellerfeld, Germany;Institute of Organic Chemistry, Clausthal University of Technology, Leibnizstr. 6, 38678 Clausthal-Zellerfeld, Germany; | |
关键词: atropisomers; cyclization; 2-nitroperchlorobutadiene; 1H-pyrazoles; thiazolidin-4-ones; | |
DOI : 10.3762/bjoc.10.170 | |
来源: DOAJ |
【 摘 要 】
The reaction of mercaptoacetic acid esters with pentachloro-2-nitro-1,3-butadiene (1) provides an appropriate precursor for the synthesis of special thiazolidin-4-ones. Applying different anilines as the second constituent for the requisite cyclization step, a series of (Z)-2-allylidenethiazolidin-4-ones was obtained in yields up to 81%. Some subsequent reactions have been examined too, such as the formation of perfunctionalized 1H-pyrazoles upon treatment with hydrazine. Thiazolidinones are as well known for their physiological activities as for their application in optoelectronics.
【 授权许可】
Unknown