A Convergent Synthesis of Functionalized Alkenyl Halides through Cobalt(III)-Catalyzed Three-Component C-H Bond Addition.

A Convergent Synthesis of Functionalized Alkenyl Halides through Cobalt(III)-Catalyzed Three-Component C-H Bond Addition.
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通过钴(III)催化的三成分C-H键添加官能化的烷基卤化物的收敛合成。

DOI:
10.1002/anie.201705817
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发表时间:
2017-08-07
期刊:
Angewandte Chemie (International ed. in English)
影响因子:
--
通讯作者:
Ellman JA
Ellman JA
中科院分区:
其他
文献类型:
--
作者:
Boerth JA;Ellman JA

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报道了一种Co(III)催化的C(sp ~ 2)-H键、炔和卤化剂的三组分偶联反应。这种转化具有高区域选择性和非对映选择性,并且对广泛的芳基和烷基末端炔有效。不同的C-H键配偶体还表现出对一系列杂芳基和芳基系统以及合成有用的仲酰胺和叔酰胺、脲和吡唑导向基团的良好反应性。这种多组分转化也与联烯代替炔相容,以提供四取代的烯基卤化物,展示了联烯的第一次卤代芳基化。报道了一种通过Co(III)催化的三组分C-H键加成反应合成的功能化卤代烯基聚合物。该反应具有高的区域选择性和非对映选择性,对各种炔和C-H键底物都有效。丙二烯也是制备四取代烯基卤化物产物的合适底物。
A Co(III)-catalyzed three-component coupling of C(sp2)–H bonds, alkynes, and halogenating agents to give alkenyl halides is reported. This transformation proceeds with high regio- and diastereoselectivity, and is effective for a broad range of aryl and alkyl terminal alkynes. Diverse C–H bond partners also exhibit good reactivity for a range of heteroaryl and aryl systems as well as synthetically useful secondary and tertiary amide, urea, and pyrazole directing groups. This multi-component transformation is also compatible with allenes in place of alkynes to furnish tetra-substituted alkenyl halides, showcasing the first halo-arylation of allenes. A convergent assembly of functionalized alkenyl halides is reported via Co(III)-catalyzed three-component C–H bond addition across alkynes and halogenating agents. The reaction proceeds with high regio- and diastereoselectivity and is effective for a wide range of alkynes and C–H bond substrates. Allenes are also suitable substrates for the preparation of tetra-substituted alkenyl halide products.
DOI: 10.1002/anie.201603831
发表时间: 2016-10-04
期刊: Angewandte Chemie (International ed. in English)
影响因子: --
作者:
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通讯作者: Ellman JA
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