Citation: WANG Wen-Bin, ZHANG Fan, HE Xiang, MENG Zhi-Hui, HUANG Nian-Yu, ZOU Kun. Synthesis, Crystal Structure and Cytotoxic Activities of 1-(Prop-2-yn-1-yl)-7,8-dihydro-1H-benzo[d] [1,3]-thiazine-2,5(4H,6H)-dione Derivatives[J]. Chinese Journal of Structural Chemistry, ;2016, 35(4): 656-662. doi: 10.14102/j.cnki.0254-5861.2011-1111 shu

Synthesis, Crystal Structure and Cytotoxic Activities of 1-(Prop-2-yn-1-yl)-7,8-dihydro-1H-benzo[d] [1,3]-thiazine-2,5(4H,6H)-dione Derivatives

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Hubei Key Laboratory of Natural Products Research and Development, College of Biological and Pharmaceutical Sciences, China Three Gorges University, Yichang, Hubei 443002, China

Corresponding author: HUANG Nian-Yu,
Received Date: 4 January 2016
Available Online: 19 February 2016
Fund Project: Supported by the National Natural Science Foundation of China (No. 21272136) (No. 21272136) Scientific Foundation from graduate school (2015CX131) (2015CX131)

The important synthetic precursor (Ⅲ), 1-(prop-2-yn-1-yl)-7,8-dihydro-1Hbenzo[d] [1,3]thiazine-2,5(4H,6H)-dione (C₁₁H₁₁NO₂S), was prepared through a three-component reaction, which was further transferred into cytotoxic triazoles by alkylation and "click" synthesis in satisfactory yields of 87%~95%. Their structures were characterized by IR, H-RESI-MS and NMR analysis. Meanwhile, the crystal of Ⅲ was obtained and determined by X-ray single-crystal diffraction. Crystal data:orthorhombic system, space group P2₁2₁2₁, a=5.189(4), b=8.661(6), c=23.498(17) Å, V=1056.2(13) Å³, Z=4, F(000)=464, Dc=1.392 g/cm³, μ=0.284 mm^-1, R=0.0637 and wR=0.1668 for 8182 independent reflections (R_int=0.1580) and 2166 observed ones (I > 2(I)).
- X-ray diffraction,
- crystal structure,
- 7,8-dihydro-1H-benzo[d] [1,3]thiazine-2,5(4H,6H)-dione,
- cytotoxic activity,
- triazole
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