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The pursuit of an expedient route to a proprietary agrochemical intermediate based on chemoselective metal-catalyzed alpha arylation

寻求基于化学选择性金属催化α芳基化的专有农用化学中间体的便捷途径

基本信息

批准号：
566272-2021
负责人：
Stradiotto, Mark
金额：
$ 1.97万
依托单位：
Dalhousie University
依托单位国家：
加拿大
项目类别：
Alliance Grants
财政年份：
2021
资助国家：
加拿大
起止时间：
2021-01-01 至 2022-12-31
项目状态：
已结题

来源：
https://www.nserc-crsng.gc.ca/ase-oro/Details-Detailles_eng.asp?id=722257
关键词：
pursuit expedient route proprietary agrochemical

项目摘要

The production of agrochemicals on industrial scales requires that the target compound be synthesized in an efficient, cost-effective, and sustainable manner. The proposed research project seeks to address a problematic synthetic step in the making of a proprietary agrochemical under development by the industrial partner, Bayer AG Crop Science. We envision that the use of a metal catalyst may render this synthetic step more efficient, by enabling the formation of a bond between carbon atoms in the reacting molecules in a process called metal-catalyzed alpha arylation cross-coupling. Given that the desired reaction of interest presents a number of challenges, including issues related to chemoselectivity and functional group tolerance, a broad survey of reaction conditions and subsequent optimization will be required. The applicant has well-established expertise in the development of sustainable metal-catalyzed cross-coupling protocols, including in alpha arylation chemistry, and is well-suited to addressing this chemistry. Synthetic protocols developed in the course of this collaborative project will be exploited directly by process scientists at Bayer AG Crop Science, including examination regarding up-scaling. Agrochemicals of the type under investigation in this proposed project are undergoing testing by Bayer Crop Science Canada in a range of farming applications in western Canada, with the ultimate goal of establishing more sustainable agriculture practices and natural resources usage, to the benefit of all Canadians.

工业化规模的农用化学品生产要求以高效、成本效益高和可持续的方式合成目标化合物。拟议的研究项目旨在解决工业合作伙伴拜耳公司作物科学公司正在开发的一种专有农用化学品的制造过程中存在问题的合成步骤。我们设想，金属催化剂的使用可能会使这一合成步骤更加有效，因为它能够在被称为金属催化的α-芳基化交叉偶联的过程中，使反应分子中的碳原子之间形成一个键。考虑到所需的反应存在许多挑战，包括与化学选择性和官能团耐受性有关的问题，需要对反应条件和随后的优化进行广泛的调查。申请人在开发可持续的金属催化的交叉偶联方案方面具有成熟的专业知识，包括在α-芳基化化学方面，并且非常适合于解决这一化学问题。拜耳公司作物科学公司的过程科学家将直接利用在此合作项目过程中开发的合成协议，包括有关放大的检查。在这一拟议项目中调查的这类农用化学品正在由拜耳作物科学加拿大公司在加拿大西部的一系列农业应用中进行测试，最终目标是建立更可持续的农业实践和自然资源利用，造福所有加拿大人。