期刊
ORGANIC LETTERS
卷 9, 期 17, 页码 3205-3207出版社
AMER CHEMICAL SOC
DOI: 10.1021/ol071083s
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资金
- NIGMS NIH HHS [5-T32-GM07616] Funding Source: Medline
- NINDS NIH HHS [NS 34407] Funding Source: Medline
A novel synthetic route to 1-oxo-5-hydroxytryptamine, the benzofuran analogue of serotonin, has been developed. The new synthesis proceeds via the [3+2] cycloaddition of p-benzoquinone and 2,3-dihydrofuran, followed by a Lewis acid-catalyzed isomerization. This molecule proves to be a competent agonist (equipotent to serotonin) of the 5-HT3 receptor, demonstrating that the indolic proton of serotonin is not essential to its activation of the receptor.
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