通过吲哚炔环化反应简洁合成N-甲基维耳维丁吲哚酮C异硫氰酸酯的双环骨架。
Concise synthesis of the bicyclic scaffold of N-methylwelwitindolinone C isothiocyanate via an indolyne cyclization.
作者信息
Tian Xia, Huters Alexander D, Douglas Colin J, Garg Neil K
机构信息
Department of Chemistry and Biochemistry, University of California, Los Angeles, Los Angeles, California 90095-1569, USA.
出版信息
Org Lett. 2009 Jun 4;11(11):2349-51. doi: 10.1021/ol9007684.
A concise synthesis of the N-methylwelwitindolinone C isothiocyanate scaffold is disclosed. The approach relies on an indolyne cyclization to construct the [4.3.1]-bicyclic ring system present in the natural product. Subsequent oxidation of the indole core occurs with excellent diastereoselectivity to afford oxindole 2, the structure of which was confirmed by X-ray crystallographic analysis.
本文公开了一种N-甲基维维吲哚啉酮C异硫氰酸酯支架的简洁合成方法。该方法依赖于吲哚炔环化反应来构建天然产物中存在的[4.3.1]双环体系。随后，吲哚核心以优异的非对映选择性进行氧化，得到氧化吲哚2，其结构通过X射线晶体学分析得以确证。
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