Copper-mediated difluoromethylation of aryl and vinyl iodides.

Copper-mediated difluoromethylation of aryl and vinyl iodides.
复制标题

DOI:
10.1021/ja301013h
复制
发表时间:
2012-03-28
影响因子:
15
通讯作者:
Hartwig, John F.
Hartwig, John F.
中科院分区:
化学1区
文献类型:
--
作者:
Fier, Patrick S.;Hartwig, John F.

文献摘要

参考文献

被引文献

相似文献

选择性氟化分子在材料、药物和农用化学品方面很重要,但用简单、温和的实验室方法合成它们是具有挑战性的。我们报告了一种简单的方法,用于将二氟甲基基团与现成的试剂交叉偶联,以形成二氟甲基芳烃。在CuI、CSF和TMSCF2H的共同作用下,电子中性、富电子和空间受阻的芳基和乙烯基碘与CuI、CSF和TMSCF2H反应,生成高产率和良好的官能团相容性的二氟亚甲基芳烃。这种转变令人惊讶,部分原因是之前观察到了CuCF2H的不稳定性。
Selectively fluorinated molecules are important as materials, pharmaceuticals, and agrochemicals, but their synthesis by simple, mild, laboratory methods is challenging. We report a straightforward method for the cross-coupling of a difluoromethyl group with readily available reagents to form difluoromethylarenes. The reaction of electron-neutral, electron-rich, and sterically hindered aryl and vinyl iodides with the combination of CuI, CsF and TMSCF2H leads to the formation of difluoromethylarenes in high yield with good functional group compatibility. This transformation is surprising, in part, because of the prior observation of the instability of CuCF2H.
DOI: 10.1021/ja105695s
发表时间: 2010-11-17
影响因子: 15
作者:
Giri R;Hartwig JF
通讯作者: Hartwig JF
DOI: 10.1021/ja211422g
发表时间: 2012-01-25
影响因子: 15
作者:
Fujiwara, Yuta;Dixon, Janice A.;Rodriguez, Rodrigo A.;Baxter, Ryan D.;Dixon, Darryl D.;Collins, Michael R.;Blackmond, Donna G.;Baran, Phil S.
通讯作者: Baran, Phil S.
DOI: 10.1139/v85-019
发表时间: 1985-01-01
期刊: CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE
影响因子: --
作者:
COUTURE, C;PAINE, AJ
通讯作者: PAINE, AJ
DOI: 10.1021/ja076668w
发表时间: 2008-07-30
影响因子: 15
作者:
Tye, Jesse W.;Weng, Zhiqiang;Johns, Adam M.;Incarvito, Christopher D.;Hartwig, John F.
通讯作者: Hartwig, John F.
DOI: 10.1002/anie.200902245
发表时间: 2010-03-15
影响因子: 16.6
作者:
Tye, Jesse W.;Weng, Zhiqiang;Giri, Ramesh;Hartwig, John F.
通讯作者: Hartwig, John F.