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催化电荷转移配合物促进了二氟甲基三苯基膦溴化盐与烯酰胺的二氟甲基化反应。

Catalytic charge transfer complex enabled difluoromethylation of enamides with difluoromethyltriphenylphosphonium bromide.

机构信息

School of life Science and Engineering, Southwest University of Science and Technology, Mianyang 621010, P. R. China.

School of Chemical Sciences, University of Chinese Academy of Sciences, Beijing 100049, P. R. China.

出版信息

Org Biomol Chem. 2022 Oct 5;20(38):7599-7603. doi: 10.1039/d2ob01539k.

DOI:10.1039/d2ob01539k
PMID:36148776
Abstract

A catalytic charge transfer complex strategy that enabled difluoromethylation and ethoxycarbonylmonofluoromethylation of enamides with phosphonium bromine salts has been reported. This strategy also provides a convenient approach for the synthesis of functionalized oxindoles and 1,1-diphenylethylenes with easily available phosphonium bromine salts and a catalytic amount of iodine anion.

摘要

一种通过催化电荷转移复合物策略,实现了磷溴盐对烯酰胺的二氟甲基化和乙氧羰基单氟甲基化的方法已经被报道。该策略还提供了一种方便的方法,通过使用易得的磷溴盐和催化量的碘阴离子,合成功能化的吲哚啉和 1,1-二苯基乙烯。

相似文献

1
Catalytic charge transfer complex enabled difluoromethylation of enamides with difluoromethyltriphenylphosphonium bromide.催化电荷转移配合物促进了二氟甲基三苯基膦溴化盐与烯酰胺的二氟甲基化反应。
Org Biomol Chem. 2022 Oct 5;20(38):7599-7603. doi: 10.1039/d2ob01539k.
2
Regioselective and Stereoselective Difluoromethylation of Enamides with Difluoromethyltriphenylphosphonium Bromide via Photoredox Catalysis.通过光氧化还原催化实现烯酰胺与二氟甲基三苯基溴化鏻的区域选择性和立体选择性二氟甲基化反应。
Org Lett. 2019 Aug 2;21(15):6155-6159. doi: 10.1021/acs.orglett.9b02361. Epub 2019 Jul 24.
3
[Brief consideration of the most important iodine and bromine salts and the Mixtura nervina R F].
Pharm Ztg (1856). 1948 Feb 1;84(3):66.
4
[Bromine and iodine content in Zakarpatian salt].
Gig Sanit. 1953 Jan;33(1):43.
5
Iodine(III)-mediated umpolung of bromide salts for the ethoxybromination of enamides.碘(III)介导的溴盐反极性转化在酰胺的乙氧基溴化反应中的应用。
Org Lett. 2013 Apr 19;15(8):1842-5. doi: 10.1021/ol400453b. Epub 2013 Mar 29.
6
[Bromine and thyroid. I. Bromine as possible substitute for thyroid iodine following administration of organic (dibromo-cholesterol) and inorganic (sodium bromide) preparations].
Farmaco Sci Tec. 1951 Mar-Apr;6(2):182-90.
7
The properties and reactions of decamethonium iodide and hexamethonium bromide.碘化十甲铵和溴化六甲铵的性质与反应。
J Pharm Pharmacol. 1949 Sep;1(9):603-6. doi: 10.1111/j.2042-7158.1949.tb12470.x.
8
Interaction of bromine with iodine in the rat thyroid gland at enhanced bromide intake.在溴化物摄入量增加时溴与碘在大鼠甲状腺中的相互作用。
Biol Trace Elem Res. 1996 Sep;54(3):207-12. doi: 10.1007/BF02784432.
9
Difluoromethylation-Carboxylation and -Deuteration of Alkenes Triggered by Electroreduction of Difluoromethyltriphenylphosphonium Bromide.二氟甲基三苯基溴化鏻的电还原引发的烯烃的二氟甲基化-羧基化和-氘代反应
J Org Chem. 2023 Dec 15;88(24):17134-17143. doi: 10.1021/acs.joc.3c02001. Epub 2023 Dec 6.
10
Sensitivity to iodides and bromides in dermatoses other than dermatitis herpetiformis.除疱疹样皮炎外的其他皮肤病对碘化物和溴化物的敏感性。
J Invest Dermatol. 1947 Jun;8(6):287-90. doi: 10.1038/jid.1947.43.

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