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锌/碘化亚铜介导的卤代烃与乙烯基砜、乙烯基磺酸酯和乙烯基磺酰胺的偶联反应。

Zn/CuI-mediated coupling of alkyl halides with vinyl sulfones, vinyl sulfonates, and vinyl sulfonamides.

作者信息

Zhao Matthew M, Qu Chuanxing, Lynch Joseph E

机构信息

Process Research, Merck Research Laboratories, Merck & Co., Inc., P.O. Box 2000, Rahway, NJ 07065, USA.

出版信息

J Org Chem. 2005 Aug 19;70(17):6944-7. doi: 10.1021/jo050500g.

DOI:10.1021/jo050500g
PMID:16095322
Abstract

A novel high-yielding Zn/CuI-mediated coupling method of alkyl halides with vinyl sulfones, vinyl sulfonates, and vinyl sulfonamides is described. This protocol is applicable for primary, secondary, and tertiary alkyl iodides and bromides. Alkyl chlorides and aryl and vinyl halides were unreactive under the reaction conditions. Formamide was found to be a superior solvent for obtaining high yields.

摘要

描述了一种新型的高产率锌/碘化亚铜介导的卤代烷与乙烯基砜、乙烯基磺酸酯和乙烯基磺酰胺的偶联方法。该方案适用于伯、仲和叔烷基碘化物和溴化物。在反应条件下,烷基氯化物以及芳基和乙烯基卤化物没有反应活性。发现甲酰胺是获得高产率的优良溶剂。

相似文献

1
Zn/CuI-mediated coupling of alkyl halides with vinyl sulfones, vinyl sulfonates, and vinyl sulfonamides.锌/碘化亚铜介导的卤代烃与乙烯基砜、乙烯基磺酸酯和乙烯基磺酰胺的偶联反应。
J Org Chem. 2005 Aug 19;70(17):6944-7. doi: 10.1021/jo050500g.
2
Synthesis of aryl sulfones via L-proline-promoted CuI-catalyzed coupling reaction of aryl halides with sulfinic acid salts.通过L-脯氨酸促进的芳基卤化物与亚磺酸盐的CuI催化偶联反应合成芳基砜。
J Org Chem. 2005 Apr 1;70(7):2696-700. doi: 10.1021/jo047758b.
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CuI catalyzed sulfonylation of organozinc reagents with sulfonyl halides.碘化亚铜催化有机锌试剂与磺酰卤的磺酰化反应。
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CuI-catalyzed suzuki-miyaura and sonogashira cross-coupling reactions using DABCO as ligand.使用1,4-二氮杂双环[2.2.2]辛烷作为配体的碘化亚铜催化的铃木-宫浦和薗头交叉偶联反应
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Amino acid promoted CuI-catalyzed C-N bond formation between aryl halides and amines or N-containing heterocycles.氨基酸促进了碘化亚铜催化的芳基卤化物与胺或含氮杂环之间的碳氮键形成。
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CuI-mediated cross-coupling of aryl halides with oximes: a direct access to O-aryloximes.碘化亚铜介导的芳基卤化物与肟的交叉偶联反应:直接合成O-芳基肟
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Cobalt-catalyzed reductive coupling of saturated alkyl halides with activated alkenes.钴催化饱和卤代烃与活性烯烃的还原偶联反应。
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