期刊
JOURNAL OF ORGANIC CHEMISTRY
卷 85, 期 12, 页码 7748-7756出版社
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.0c00364
关键词
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资金
- Collaborative Research Program of the Institute for Chemical Research, Kyoto University [2018-111, 2019-119, JP19K05428]
- Japan Society for the Promotion of Science
A new family of thiophene-fused thiopyrylium salts has been synthesized via Lewis-acid-induced Rieche formylation, followed by an intramolecular Friedel-Crafts cyclization of a series of diarylthioethers. Moreover, in the case of diarylthioethers that bear formyl groups, Lewis-acidpromoted intramolecular cyclizations afforded novel thiophene-fused bisthiopyrylium salts in good yield. The electronic structures of the new compounds were determined experimentally by NMR and UV-vis absorption spectroscopy and theoretically investigated by density functional theory calculations. The results of our examinations revealed effective conjugation of the pi-electrons over the entire linearly fused heteroacene framework.
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