Department of Chemical and Geological Science, University of Cagliari, S.P. No. 8 Km 0.700, 09042 Monserrato, Italy.
Department of Physics, University of Cagliari, S.P. No. 8 Km 0.700, 09042 Monserrato, Italy.
Molecules. 2022 Nov 16;27(22):7943. doi: 10.3390/molecules27227943.
The straightforward, continuous-flow synthesis of cyclopropyl carbaldehydes and ketones has been developed starting from 2-hydroxycyclobutanones and aryl thiols. This acid-catalyzed mediated procedure allows access to the multigram and easily scalable synthesis of cyclopropyl adducts under mild conditions, using reusable Amberlyst-35 as a catalyst. The resins, suitably ground and used for filling steel columns, have been characterized via TGA, ATR, SEM and BET analyses to describe the physical-chemical properties of the packed bed and the continuous-flow system in detail. To highlight the synthetic versatility of the arylthiocyclopropyl carbonyl compounds, a series of selective oxidation reactions have been performed to access sulfoxide and sulfone carbaldehyde cyclopropanes, oxiranes and carboxylic acid derivatives.
已开发出一种从 2-羟基环丁酮和芳基硫醇出发的直链、连续流合成环丙基醛和酮的方法。这种酸催化介导的方法允许在温和条件下，使用可重复使用的 Amberlyst-35 作为催化剂，以多克和易扩展的方式合成环丙基加合物。树脂经过 TGA、ATR、SEM 和 BET 分析进行了适当的研磨和填充钢柱，以详细描述填充床和连续流系统的物理化学性质。为了突出芳基硫代环丙基羰基化合物的合成多功能性，进行了一系列选择性氧化反应，以获得亚砜和砜环丙基醛、环氧化物和羧酸衍生物。
