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通过微波辅助的 Mizoroki-Heck 反应实现 α-膦酰基丙烯酸酯和 α-膦酰基丙酸酯中咪唑并[1,2 - ]吡啶环的官能化。

Functionalization of the imidazo[1,2-]pyridine ring in α-phosphonoacrylates and α-phosphonopropionates via microwave-assisted Mizoroki-Heck reaction.

作者信息

Kusy Damian, Wojciechowska Agata, Małolepsza Joanna, Błażewska Katarzyna M

机构信息

Institute of Organic Chemistry, Faculty of Chemistry, Lodz University of Technology, 116 Zeromskiego St, 90-924 Lodz, Poland.

出版信息

Beilstein J Org Chem. 2020 Jan 3;16:15-21. doi: 10.3762/bjoc.16.3. eCollection 2020.

DOI:10.3762/bjoc.16.3
PMID:31976012
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6964661/
Abstract

A series of new phosphonocarboxylates containing an imidazo[1,2-]pyridine ring has been synthesized via the microwave-assisted Mizoroki-Heck reaction. The efficient modification of the imidazo[1,2-]pyridine ring has been achieved as late-stage functionalization, enabling and accelerating the generation of a library of compounds from a common precursor.

摘要

通过微波辅助的 Mizoroki-Heck 反应合成了一系列含有咪唑并[1,2 -]吡啶环的新型膦酰基羧酸盐。咪唑并[1,2 -]吡啶环的高效修饰已作为后期官能团化实现,从而能够并加速从一个共同前体生成化合物库。

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本文引用的文献

1
Transition-Metal-Catalyzed Alkyl Heck-Type Reactions.过渡金属催化的烷基Heck型反应。
Synthesis (Stuttg). 2019;51(5):985-1005. doi: 10.1055/s-0037-1611659. Epub 2019 Feb 7.
2
Strategies for Synthesis of Imidazo[1,2-a]pyridine Derivatives: Carbene Transformations or C-H Functionalizations.咪唑并[1,2-a]吡啶衍生物的合成策略:卡宾转化或 C-H 官能化。
Chem Rec. 2019 Oct;19(10):2105-2118. doi: 10.1002/tcr.201800168. Epub 2018 Dec 28.
3
Continuous-Flow Suzuki-Miyaura and Mizoroki-Heck Reactions under Microwave Heating Conditions.
微波加热条件下的连续流动铃木-宫浦反应和 Mizoroki-Heck 反应。
Chem Rec. 2019 Jan;19(1):3-14. doi: 10.1002/tcr.201800063. Epub 2018 Sep 4.
4
Synthesis and Biological Evaluation of Imidazole-Bearing α-Phosphonocarboxylates as Inhibitors of Rab Geranylgeranyl Transferase (RGGT).咪唑基-α-膦酸羧酸盐的合成与生物评价作为 Rab 香叶基香叶基转移酶 (RGGT) 的抑制剂。
ChemMedChem. 2018 Apr 23;13(8):842-851. doi: 10.1002/cmdc.201700791. Epub 2018 Mar 2.
5
Identification of the Privileged Position in the Imidazo[1,2-a]pyridine Ring of Phosphonocarboxylates for Development of Rab Geranylgeranyl Transferase (RGGT) Inhibitors.鉴定膦羧酸咪唑并[1,2-a]吡啶环中的特权位置,开发 Rab 香叶基香叶基转移酶 (RGGT) 抑制剂。
J Med Chem. 2017 Nov 9;60(21):8781-8800. doi: 10.1021/acs.jmedchem.7b00811. Epub 2017 Oct 17.
6
Copper-catalyzed aromatic C-H bond cyanation by C-CN bond cleavage of inert acetonitrile.通过惰性乙腈的C-CN键裂解实现铜催化的芳香族C-H键氰化反应。
Chemistry. 2013 Dec 9;19(50):16880-6. doi: 10.1002/chem.201303637. Epub 2013 Nov 21.
7
Double arylation of allyl alcohol via a one-pot Heck arylation-isomerization-acylation cascade.通过一锅 Heck 芳基化-异构化-酰化级联反应实现烯丙醇的双芳基化。
Org Lett. 2011 Oct 21;13(20):5456-9. doi: 10.1021/ol202144z. Epub 2011 Sep 20.
8
Synthesis, stereochemistry and SAR of a series of minodronate analogues as RGGT inhibitors.一系列米诺膦酸盐类似物作为 RGGT 抑制剂的合成、立体化学和 SAR 研究。
Eur J Med Chem. 2011 Oct;46(10):4820-6. doi: 10.1016/j.ejmech.2011.04.063. Epub 2011 May 7.
9
Cross-coupling in flow.流动中的交叉偶联。
Chem Soc Rev. 2011 Oct;40(10):5010-29. doi: 10.1039/c1cs15075h. Epub 2011 Aug 8.
10
The relationship between the chemistry and biological activity of the bisphosphonates.双膦酸盐的化学和生物学活性之间的关系。
Bone. 2011 Jul;49(1):20-33. doi: 10.1016/j.bone.2011.03.774. Epub 2011 Apr 9.