Radical cations of disubstituted cyclopropanes: stereoelectronic effects on hyperfine coupling

Roth, Heinz D.; Sauers, Ronald R.; Theisen, Kevin J.; Neshchadin, Dmytro; Gescheidt, Georg

doi:10.1002/poc.3269

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2022

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“…Also, the Dichlorides are an important class of intermediates in organic synthesis. They were used for alkenylation of carbonyl compounds [32,33], cyclopropanation and epoxidation [34][35][36], dimerization [37,38], etc. [39][40][41][42].…”

Section: Introductionmentioning

confidence: 99%

A method of mild deoxydichlorination of aldehydes catalyzed by Triphenylphosphine oxide

et al. 2022

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The catalytic system of triphenylphosphine oxide and phthaloyl dichloride catalysing conversion of aldehydes to 1,1-dichlorides is reported. The reaction proceeds via a P (V) catalysis manifold in which triphenylphosphine oxide turnover is achieved using phthaloyl dichloride as a consumable reagent. The application of the developed method on substrates of different structures was demonstrated. We showed the use of unsaturated compounds, including aromatics with and without electron donating / withdrawing groups, as well as saturated aliphatic compounds. The possibility of using the developed method on a gram scale was also demonstrated with the deoxydichlorination reaction of 0.03 mol of benzaldehyde catalyzed by triphenylphosphine oxide as an example. The proposed method may be of interest for the production of different herbicides, insecticides and fungicides for the agricultural industry.

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