期刊
JOURNAL OF ORGANIC CHEMISTRY
卷 85, 期 4, 页码 2846-2853出版社
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.9b03402
关键词
-
资金
- U.S. National Institutes of Health [AI116723-01]
1-Substituted and 1,1-disubstituted tetrahydro-beta-carbolines undergo sodium periodate oxidative ring expansion in the presence of formaldehyde and other aldehydes to form 5,6-dihydro-7H-1,4-methanobenzo[e][1,4]diazonine-2,7(3H)-diones in 30-81% yield. In most cases, the reaction to form this new 6/8/5-tricyclic ring system proceeds with high diastereoselectivity. These benzannulated medium-ring keto imidazolidin-4-ones expand the menu of tetrahydro-beta-carboline oxidation products.
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