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钯催化的磺酸盐与 Boc 保护的氨甲基三氟硼酸钾之间的 Suzuki-Miyaura 交叉偶联反应。

Pd-catalyzed Suzuki-Miyaura cross-coupling reactions between sulfamates and potassium Boc-protected aminomethyltrifluoroborates.

机构信息

Roy and Diana A. Vagelos Laboratories, Department of Chemistry, University of Pennsylvania , Philadelphia, Pennsylvania 19104-6323, United States.

出版信息

Org Lett. 2013 May 17;15(10):2534-7. doi: 10.1021/ol401021x. Epub 2013 May 6.

DOI:10.1021/ol401021x
PMID:23646846
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC3796167/
Abstract

Sulfamates were studied as the electrophilic partners in the palladium-catalyzed Suzuki-Miyaura cross-coupling reaction with potassium Boc-protected primary and secondary aminomethyltrifluoroborates. A broad range of substrates was successfully coupled to provide the desired products. Complex molecules containing a new carbon-carbon bond and an aminomethyl moiety could be prepared through this developed method.

摘要

磺酸盐被研究作为钯催化的 Suzuki-Miyaura 交叉偶联反应中的亲电试剂与 Boc 保护的伯胺和仲胺基甲基三氟硼酸钾反应。广泛的底物都能成功地进行偶联,得到所需的产物。通过这种开发的方法,可以制备含有新的碳-碳键和氨甲基部分的复杂分子。

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本文引用的文献

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Potassium Boc-protected secondary aminomethyltrifluoroborates: synthesis and Suzuki-Miyaura cross-coupling reactions.Boc 保护的仲氨甲基三氟硼酸盐的合成及 Suzuki-Miyaura 交叉偶联反应。
Org Lett. 2012 Sep 7;14(17):4458-61. doi: 10.1021/ol301955s. Epub 2012 Aug 29.
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Rapid and efficient access to secondary arylmethylamines.快速高效地获得仲芳基甲胺。
Chemistry. 2012 Jul 27;18(31):9564-70. doi: 10.1002/chem.201200831. Epub 2012 Jul 5.
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Iron-catalyzed alkylations of aryl sulfamates and carbamates.铁催化的芳基磺酸盐和氨基甲酸酯的烷基化反应。
Org Lett. 2012 Jul 20;14(14):3796-9. doi: 10.1021/ol301681z. Epub 2012 Jul 3.
4
Suzuki-Miyaura cross-coupling reactions of potassium Boc-protected aminomethyltrifluoroborate with aryl and hetaryl mesylates.铃木-宫浦交叉偶联反应中,使用 Boc 保护的氨基甲基三氟硼酸钾与芳基和杂芳基甲磺酸酯反应。
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Ni(COD)2/PCy3 catalyzed cross-coupling of aryl and heteroaryl neopentylglycolboronates with aryl and heteroaryl mesylates and sulfamates in THF at room temperature.Ni(COD)2/PCy3 催化的芳基和杂芳基新戊二醇硼酸酯与芳基和杂芳基甲磺酸酯和磺酸盐在室温下的 THF 中的交叉偶联。
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