Nickel-Catalyzed Cross-Electrophile aryl–allyl Coupling: An Approach to Structurally Versatile Allyl substituted arylborate

chemistry Medicinal and pharmaceutical chemistry Nano- and molecular-scale electronics Nano-biomaterials and bioscience Nanomagnetics Nanomaterials, thin films and nanointerfaces Nanomedicine Nanometrology and nanomechanics Nano-optics Nanopatterning, self-assembly and nanofabrication Nanostructures for energy and sensing applications Natural products chemistry Organo main group chemistry Other nanotechnology (unclassified) Other organic chemistry (unclassified) Photochemistry and photovoltaics Physical organic chemistry Supramolecular chemistry The synthesis of allyl-substituted functional aryl compounds is one of the challenges existing in organic chemistry. Herein, we report a method for constructing allyl-substituted aryl boron compounds through nickel-catalyzed reductive allyl-aryl coupling between borylated aryl triflates and allyl alcohols. The method exhibits good substrate applicability under mild conditions. The synthetic utility of the method is highlighted by its gram-scale reaction, modification of complex molecules, and diverse transformation of the products.

Nickel, boron, allyl alcohols, cross-coupling, reductive coupling | Format: DOCX | Size: 4.5 MB | Download | When a peer-reviewed version of this preprint is available, this information will be updated in the information box above. If no peer-reviewed version is available, please cite this preprint using the following information: Liu, T.; Liu, M.; Han, M.; Xu, G.; Han, H. Beilstein Arch. 2025, 202551. doi:10.3762/bxiv.2025.51.v1 Citation data can be downloaded as file using the "Download" button or used for copy/paste from the text window below. Citation data in RIS format can be imported by all major citation management software, including EndNote, ProCite, RefWorks, and Zotero. © 2025 Liu et al.; licensee Beilstein-Institut. This is an open access work licensed under the terms of the Beilstein-Institut Open Access License Agreement (https://www.beilstein-archives.org/xiv/terms), which is identical to the Creative Commons Attribution 4.0 International License (https://creativecommons.org/licenses/by/4.0). The reuse of material under this license requires that the author(s), source and license are credited. Third-party material in this work could be subject to other licenses (typically indicated in the credit line), and in this case, users are required to obtain permission from the license holder to reuse the material.