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Copper–iodine co-catalyzed C–H aminoalkenylation of indoles via temperature-controlled selectivity switch: facile synthesis of 2-azolyl-3-alkenylindoles
Organic Chemistry Frontiers ( IF 5.4 ) Pub Date : 2022-05-30 , DOI: 10.1039/d2qo00627h
Xiaoxiang Zhang , Wenhua Yu , Yiyu Nie , Yingying Zhang , Xiaoting Gu , Wanxing Wei , Zhuan Zhang , Taoyuan Liang

An efficient copper–iodine co-catalyzed 2,3-difunctionalization of indoles with azoles and phenols via temperature-controlled selectivity switch has been developed for the green synthesis of 2-azolyl-3-alkenylindoles. The strategy involves the simultaneous establishment of C–C and C–N bonds in one single operation and provides straightforward access to a wide range of functionalized indoles with high regio-selectivity and good functional group compatibility. The utility of the new protocol was demonstrated by the concise synthesis of the analogue of a potent anticancer agent. This work paves the way for further innovative direct difunctionalization of carbon–carbon double bonds.

中文翻译:

铜-碘通过温控选择性开关共催化吲哚的 C-H 氨基烯基化:简便合成 2-azolyl-3-alkenylindoles

通过温控选择性开关,开发了一种高效的铜-碘共催化吲哚与唑类和酚类的 2,3-双官能化,用于绿色合成 2-azolyl-3-alkenylindoles。该策略涉及在一次操作中同时建立 C-C 和 C-N 键,并提供了对具有高区域选择性和良好官能团相容性的各种官能化吲哚的直接访问。强效抗癌剂类似物的简明合成证明了新方案的实用性。这项工作为碳-碳双键的进一步创新直接双功能化铺平了道路。
更新日期:2022-05-30
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