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环化反应中空气稳定的CpCo-亚磷酸酯-富马酸酯预催化剂：比较不同的能量供应方法。

Air-Stable CpCo-Phosphite-Fumarate Precatalyst in Cyclization Reactions: Comparing Different Methods of Energy Supply.

作者信息

Fischer Fabian, Hapke Marko

机构信息

Leibniz-Institut für Katalyse e.V. an der Universität Rostock (LIKAT) Albert-Einstein-Strasse 29a 18059 Rostock Germany.

Institut für Katalyse (INCA) Johannes Kepler Universität Linz Altenberger Strasse 69 4040 Linz Austria.

出版信息

European J Org Chem. 2018 Jun 29;2018(24):3193-3201. doi: 10.1002/ejoc.201800196. Epub 2018 Jun 21.

DOI:10.1002/ejoc.201800196
PMID:30344447
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6175375/
Abstract

The robust Co precatalyst [CpCo(P{OEt})(-MeOCHC=CHCOMe)] was investigated in cyclotrimerizations, furnishing benzenes and pyridines from triynes, diynes and nitriles, comparing the influence of different ways of energy supply; namely, irradiation and conventional (thermal) or microwave heating. The precatalyst was found to work under all conditions, including the possibility to catalyze cyclotrimerizations at room temperature under photochemical conditions at longer reaction times. Performance of the reactions in a microwave reactor proved to be the most time-efficient way to rapidly assemble the expected reaction products; however, careful selection of reaction conditions can be required. The synthesis of pyridines and isoquinolines successfully involved the utilization of versatile functionalized nitriles, affording structurally interesting reaction products. Comparison with the known and often applied precatalyst CpCo(CO) demonstrated the significantly higher reactivity of the CpCo-phosphite-olefin precatalyst.

摘要

对活性钴预催化剂[CpCo(P{OEt})(-MeOCHC=CHCOMe)]进行了环三聚反应研究，该反应以三炔、二炔和腈为原料生成苯和吡啶，并比较了不同能量供应方式的影响，即辐照、常规（热）加热或微波加热。结果发现，该预催化剂在所有条件下均能发挥作用，包括在光化学条件下于室温下催化环三聚反应，但反应时间较长。在微波反应器中进行反应的性能被证明是快速组装预期反应产物的最省时方法；然而，可能需要仔细选择反应条件。吡啶和异喹啉的合成成功地利用了多种官能化腈，得到了结构有趣的反应产物。与已知且常用的预催化剂CpCo(CO)的比较表明，CpCo-亚磷酸酯-烯烃预催化剂具有显著更高的反应活性。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9d65/6175375/30168c49f9e8/EJOC-2018-3193-g008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9d65/6175375/a35293b11e80/EJOC-2018-3193-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9d65/6175375/dd05fe6a22c1/EJOC-2018-3193-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9d65/6175375/295c600adbe3/EJOC-2018-3193-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9d65/6175375/1c5a05cda7e8/EJOC-2018-3193-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9d65/6175375/cc1656a0862d/EJOC-2018-3193-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9d65/6175375/157f7dbf1ea6/EJOC-2018-3193-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9d65/6175375/30168c49f9e8/EJOC-2018-3193-g008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9d65/6175375/a35293b11e80/EJOC-2018-3193-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9d65/6175375/dd05fe6a22c1/EJOC-2018-3193-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9d65/6175375/295c600adbe3/EJOC-2018-3193-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9d65/6175375/1c5a05cda7e8/EJOC-2018-3193-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9d65/6175375/cc1656a0862d/EJOC-2018-3193-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9d65/6175375/157f7dbf1ea6/EJOC-2018-3193-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9d65/6175375/30168c49f9e8/EJOC-2018-3193-g008.jpg

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