N-杂环卡宾催化2-溴-2-烯醛与3-亚烷基氧化吲哚的[4 + 2]环化反应：螺碳环氧化吲哚的高效组装
N-Heterocyclic carbene-catalyzed [4 + 2] cyclization of 2-bromo-2-enal with 3-alkylenyloxindoles: efficient assembly of spirocarbocyclic oxindole.
作者信息
Xie Yuanwei, Que Yonglei, Li Tuanjie, Zhu Ling, Yu Chenxia, Yao Changsheng
机构信息
School of Chemistry and Chemical Engineering, Jiangsu Key Laboratory of Green Synthetic Chemistry for Functional Materials, Jiangsu Normal University, Xuzhou 221116, P. R. China.
出版信息
Org Biomol Chem. 2015 Feb 14;13(6):1829-35. doi: 10.1039/c4ob01706d.
A NHC-catalyzed [4 + 2] cyclization of 2-bromo-2-enal bearing γ-H with 3-alkylenyloxindoles under mild reaction conditions gives spirocarbocyclic oxindoles containing one quaternary carbon in moderate to good yields with high diastereoselectivities. The easy availability of the starting materials, the concise assembly and the potential utilization value of the products make this strategy attractive in molecular biology and pharmacy.
在温和的反应条件下，NHC催化含γ-H的2-溴-2-烯醛与3-亚烷基氧化吲哚进行[4+2]环化反应，以中等至良好的产率和高非对映选择性得到含有一个季碳的螺环碳环氧化吲哚。起始原料易于获得、简洁的组装方式以及产物的潜在利用价值使得该策略在分子生物学和药学领域具有吸引力。
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