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铁催化芳基氯和三氟甲磺酸酯的宫浦硼化反应

Iron-Catalyzed Miyaura Borylation of Aryl Chlorides and Triflates.

作者信息

Daley-Dee Patrick, Clarke James, Monfette Sebastien, Bedford Robin B

机构信息

School of Chemistry, University of Bristol, Cantock's Close, Bristol BS8 1TS, U.K.

Pfizer Chemical Research and Development, Pfizer Inc., Discovery Park House, IPC 533, Sandwich, Kent CT13 9NJ, U.K.

出版信息

Org Lett. 2025 Jan 10;27(1):197-201. doi: 10.1021/acs.orglett.4c04171. Epub 2024 Dec 17.

DOI:10.1021/acs.orglett.4c04171
PMID:39689912
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC11731378/
Abstract

Simple aryl chlorides represent challenging substrates in iron-catalyzed borylation. A combination of Li[B(Bu)pin-Bpin] as the borylating reagent and a catalyst formed in situ from iron(II) triflate and the commercially available N-heterocyclic carbene ligand, IMes, gives significantly improved activity and a much broader scope than previously reported iron-based catalysts. Iron triflate is also a good precatalyst for the borylation of aryl triflates─a previously unreported transformation─and in these cases the IMes ligand is not required.

摘要

简单芳基氯化物是铁催化硼化反应中具有挑战性的底物。使用Li[B(Bu)pin - Bpin]作为硼化试剂，并将三氟甲磺酸铁与市售的N - 杂环卡宾配体IMes原位形成的催化剂相结合，与之前报道的铁基催化剂相比，活性显著提高，适用范围也更广。三氟甲磺酸铁也是芳基三氟甲磺酸酯硼化反应（一种此前未报道的转化反应）的良好前体催化剂，在这些情况下不需要IMes配体。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a6a2/11731378/184da7dba1c7/ol4c04171_0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a6a2/11731378/e85eb871bd4d/ol4c04171_0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a6a2/11731378/98ef6a43b230/ol4c04171_0001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a6a2/11731378/128e345e7e57/ol4c04171_0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a6a2/11731378/184da7dba1c7/ol4c04171_0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a6a2/11731378/e85eb871bd4d/ol4c04171_0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a6a2/11731378/98ef6a43b230/ol4c04171_0001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a6a2/11731378/128e345e7e57/ol4c04171_0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a6a2/11731378/184da7dba1c7/ol4c04171_0003.jpg

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