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以分子氧为终端氧化剂时，钯（II）催化（邻炔基苯基）（甲氧基甲基）硫醚的环化-羰基化-环化偶联反应

Palladium(II) Catalyzed Cyclization-Carbonylation-Cyclization Coupling Reaction of (ortho-Alkynyl Phenyl) (Methoxymethyl) Sulfides Using Molecular Oxygen as the Terminal Oxidant.

作者信息

Shen Rong, Kusakabe Taichi, Yatsu Tomofumi, Kanno Yuichiro, Takahashi Keisuke, Nemoto Kiyomitsu, Kato Keisuke

机构信息

Faculty of Pharmaceutical Sciences, Toho University, 2-2-1 Miyama, Funabashi, Chiba 274-8510, Japan.

出版信息

Molecules. 2016 Sep 5;21(9):1177. doi: 10.3390/molecules21091177.

DOI:10.3390/molecules21091177
PMID:27607997
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6273608/
Abstract

An efficient Pd(II)/Pd⁰-p-benzoquinone/hydroquinone-CuCl₂/CuCl catalyst system was developed that uses environmentally friendly molecular oxygen as the terminal oxidant to catalyze the cyclization-carbonylation-cyclization coupling reaction (CCC-coupling reaction) of (o-alkynyl phenyl) (methoxymethyl) sulfides.

摘要

开发了一种高效的Pd(II)/Pd⁰-对苯醌/对苯二酚-CuCl₂/CuCl催化体系，该体系使用环境友好的分子氧作为终端氧化剂，催化(邻炔基苯基)(甲氧基甲基)硫醚的环化-羰基化-环化偶联反应（CCC偶联反应）。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1bbb/6273608/2c316eefc430/molecules-21-01177-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1bbb/6273608/7e2a5aafad8e/molecules-21-01177-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1bbb/6273608/5f721fb7c1d8/molecules-21-01177-sch002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1bbb/6273608/272d669d20fe/molecules-21-01177-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1bbb/6273608/247948b6c812/molecules-21-01177-sch003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1bbb/6273608/2c316eefc430/molecules-21-01177-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1bbb/6273608/7e2a5aafad8e/molecules-21-01177-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1bbb/6273608/5f721fb7c1d8/molecules-21-01177-sch002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1bbb/6273608/272d669d20fe/molecules-21-01177-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1bbb/6273608/247948b6c812/molecules-21-01177-sch003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1bbb/6273608/2c316eefc430/molecules-21-01177-g002.jpg

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本文引用的文献

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Quinone-Catalyzed Selective Oxidation of Organic Molecules.醌催化的有机分子选择性氧化
Angew Chem Int Ed Engl. 2015 Dec 1;54(49):14638-58. doi: 10.1002/anie.201505017. Epub 2015 Nov 4.
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Acylation of (Hetero)Arenes through C-H Activation with Aroyl Surrogates.通过与芳酰基替代物进行C-H活化实现（杂）芳烃的酰化反应。
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A cyclization-carbonylation-cyclization coupling reaction of (ortho-alkynyl phenyl) (methoxymethyl) sulfides with the palladium(II)-bisoxazoline catalyst.
（邻炔基苯基）（甲氧基甲基）硫醚与钯（II）-双恶唑啉催化剂的环化-羰基化-环化偶联反应
Org Biomol Chem. 2014 Jun 7;12(21):3380-5. doi: 10.1039/c4ob00299g. Epub 2014 Apr 15.
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Palladium-catalyzed oxidative carbonylation reactions.钯催化的氧化羰基化反应。
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Novel benzo[b]thiophene derivatives as new potential antidepressants with rapid onset of action.新型苯并[b]噻吩衍生物作为具有快速作用的新型潜在抗抑郁药。
J Med Chem. 2011 Apr 28;54(8):3086-90. doi: 10.1021/jm2000773. Epub 2011 Apr 6.
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Selective synthetic routes to sterically hindered unsymmetrical diaryl ketones via arylstannanes.通过芳基锡烷选择性合成空间位阻不对称二芳基酮。
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Rh-catalyzed carbonylation of arylzinc compounds yielding symmetrical diaryl ketones by the assistance of oxidizing agents.铑催化的芳基锌化合物羰基化反应，在氧化剂的协助下生成对称二芳基酮。
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Substituted benzothiophene or benzofuran derivatives as a novel class of bone morphogenetic protein-2 up-regulators: synthesis, structure-activity relationships, and preventive bone loss efficacies in senescence accelerated mice (SAMP6) and ovariectomized rats.取代苯并噻吩或苯并呋喃衍生物作为新型骨形态发生蛋白-2 上调剂：合成、构效关系以及在衰老加速小鼠（SAMP6）和去卵巢大鼠中预防骨丢失的功效。
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Diverse methyl sulfone-containing benzo[b]thiophene library via iodocyclization and palladium-catalyzed coupling.通过碘环化和钯催化偶联构建多样的含甲砜基苯并[b]噻吩库。
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