催化作用
产量(工程)
酰化
芳基
硝基
化学
钯
氯化物
组合化学
药物化学
有机化学
材料科学
冶金
烷基
作者
Balaram S. Takale,Ruchita R. Thakore,Rushil Mallarapu,Fabrice Gallou,Bruce H. Lipshutz
标识
DOI:10.1021/acs.oprd.9b00455
摘要
Boscalid is an active ingredient in several fungicides marketed by the BASF. Literature approaches use multipot processes, organic solvents, and unsustainable levels of palladium catalysis. Herein is disclosed a 1-pot, 3-step route using nanomicelles in water as the reaction medium and a very low loading (700 ppm or 0.07 mol %) of costly and endangered Pd. The sequence developed involves an initial Suzuki–Miyaura cross-coupling, the product from which is not isolated. The second step relies on a carbonyl iron powder (CIP) reduction of the aryl nitro group, followed by the third and final step involving an acylation with the required 2-chloronicotinyl chloride. The overall isolated yield for these three steps is 83%.
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