Ball-Milling Assisted Synthesis of Monofluoroalkenes.

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Tác giả: Shauna Barreto, Jean-Philippe Bouillon, Thomas Castanheiro, He Chen, Samuel Couve-Bonnaire, Carole Dubouilh-Benard, Vitalii Solomin

Ngôn ngữ: eng

Ký hiệu phân loại: 664.72 Milling and milling products

Thông tin xuất bản: Germany : Chemistry (Weinheim an der Bergstrasse, Germany) , 2025

Mô tả vật lý:

Bộ sưu tập: NCBI

ID: 54512

A solvent-free synthesis of valuable monofluoroalkenes was developed under ball-milling agitation. The use of 1.0 equivalent of carbonyl substrates and 1.1 equivalent of fluorophosphonoacetate derivatives with a weak inorganic base enabled the formation of the desired products after 30 min of reaction under sustainable conditions with minimized synthetic waste. No sequential addition of base, fluorophosphonate, and carbonyl substrates was needed, and the desired products were obtained with high purity only after a simple filtration. The protocol showed general efficiency and tolerance to a large panel of carbonyl substrates including aldehydes and ketones, as well as fluorophosphonoacetate derivatives with moderate stereoselectivities and yields ranging from 21 % to 99 % (48 examples).
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