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Issue 20, 2015
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Reaction of cyclopropenes with a trichloromethyl radical: unprecedented ring-opening reaction of cyclopropanes with migration

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Abstract

The direct addition reaction of chloroform to cyclopropenes under triethylborane-mediated radical reaction conditions to provide trichloromethylcyclopropanes has been developed. In contrast, using dimethylzinc as a radical initiator led to the formation of unconjugated esters via a domino sequence involving the addition of the trichloromethyl radical, rearrangement and ring-opening reactions.

Graphical abstract: Reaction of cyclopropenes with a trichloromethyl radical: unprecedented ring-opening reaction of cyclopropanes with migration

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Publication details

The article was received on 03 Dec 2014, accepted on 02 Jan 2015 and first published on 05 Jan 2015


Article type: Communication
DOI: 10.1039/C4CC09649E
Citation: Chem. Commun., 2015,51, 4204-4207
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    Reaction of cyclopropenes with a trichloromethyl radical: unprecedented ring-opening reaction of cyclopropanes with migration

    M. Ueda, N. Doi, H. Miyagawa, S. Sugita, N. Takeda, T. Shinada and O. Miyata, Chem. Commun., 2015, 51, 4204
    DOI: 10.1039/C4CC09649E

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