Syntheses and Structure Study on 3,3alambda4,4-Trithia-1-azapentalenes and Their 3-Oxa Analogues

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Authors

ČMELÍK Richard CAJAN Michal MAREK Jaromír PAZDERA Pavel

Year of publication 2003
Type Article in Periodical
Magazine / Source Collection of Czechoslovak Chemical Communications
MU Faculty or unit

Faculty of Science

Citation
Field Organic chemistry
Keywords Acylations; Alkylations; DFT calculation; Sulfur heterocycles; Trithiapenatlenes; X-Ray diffraction; Disulfides; Cyclizations
Description The reaction of 5-amino-3-thioxo-3H-1,2-dithiole-4-carboxylic acid functional derivatives (nitrile, amide, ethyl ester) 1 with alkylation and acylation agents were studied. Ionic 1,2-dithiole-3-ylidene amides 6 were formed in several pathways. Treatment with phosphorus pentasulfide afforded the corresponding 3,3aë4,4-trithia-1-azapentalenes 8. The results from structure study on synthesized heterocycles were described. The combination of X-ray structure analysis, IR spectroscopy, HF and DFT quantum-chemical calculation were involved.
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