Hydrochlorofluoromethylation of unactivated alkenes with chlorofluoroacetic acid
An operationally simple method enabling hydrochlorofluoromethylation of unactivated alkenes under visible light activation is reported. The procedure has various benefits. It uses commercially available and inexpensive chlorofluoroacetic acid and phenyliodine(III) diacetate for the generation of the...
| Main Authors: | , , , , , , , |
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| Format: | Journal article |
| Language: | English |
| Published: |
Elsevier
2019
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| _version_ | 1797069275842740224 |
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| author | Meyer, CF Hell, SM Sap, JBI Misale, A Peschiulli, A Oehlrich, D Trabanco, AA Gouverneur, V |
| author_facet | Meyer, CF Hell, SM Sap, JBI Misale, A Peschiulli, A Oehlrich, D Trabanco, AA Gouverneur, V |
| author_sort | Meyer, CF |
| collection | OXFORD |
| description | An operationally simple method enabling hydrochlorofluoromethylation of unactivated alkenes under visible light activation is reported. The procedure has various benefits. It uses commercially available and inexpensive chlorofluoroacetic acid and phenyliodine(III) diacetate for the generation of the required chlorofluoromethyl radical, it converts feedstock olefins into attractive 1-chloro-1-fluoroalkanes, and it tolerates a broad variety of functional groups. The chlorofluoromethyl radical has a reactivity profile towards alkenes similar to the nucleophilic difluoromethyl radical. |
| first_indexed | 2024-03-06T22:22:03Z |
| format | Journal article |
| id | oxford-uuid:55617bf9-b3bb-421e-9968-d79b5d8b3be3 |
| institution | University of Oxford |
| language | English |
| last_indexed | 2024-03-06T22:22:03Z |
| publishDate | 2019 |
| publisher | Elsevier |
| record_format | dspace |
| spelling | oxford-uuid:55617bf9-b3bb-421e-9968-d79b5d8b3be32022-03-26T16:43:40ZHydrochlorofluoromethylation of unactivated alkenes with chlorofluoroacetic acidJournal articlehttp://purl.org/coar/resource_type/c_dcae04bcuuid:55617bf9-b3bb-421e-9968-d79b5d8b3be3EnglishSymplectic Elements at OxfordElsevier2019Meyer, CFHell, SMSap, JBIMisale, APeschiulli, AOehlrich, DTrabanco, AAGouverneur, VAn operationally simple method enabling hydrochlorofluoromethylation of unactivated alkenes under visible light activation is reported. The procedure has various benefits. It uses commercially available and inexpensive chlorofluoroacetic acid and phenyliodine(III) diacetate for the generation of the required chlorofluoromethyl radical, it converts feedstock olefins into attractive 1-chloro-1-fluoroalkanes, and it tolerates a broad variety of functional groups. The chlorofluoromethyl radical has a reactivity profile towards alkenes similar to the nucleophilic difluoromethyl radical. |
| spellingShingle | Meyer, CF Hell, SM Sap, JBI Misale, A Peschiulli, A Oehlrich, D Trabanco, AA Gouverneur, V Hydrochlorofluoromethylation of unactivated alkenes with chlorofluoroacetic acid |
| title | Hydrochlorofluoromethylation of unactivated alkenes with chlorofluoroacetic acid |
| title_full | Hydrochlorofluoromethylation of unactivated alkenes with chlorofluoroacetic acid |
| title_fullStr | Hydrochlorofluoromethylation of unactivated alkenes with chlorofluoroacetic acid |
| title_full_unstemmed | Hydrochlorofluoromethylation of unactivated alkenes with chlorofluoroacetic acid |
| title_short | Hydrochlorofluoromethylation of unactivated alkenes with chlorofluoroacetic acid |
| title_sort | hydrochlorofluoromethylation of unactivated alkenes with chlorofluoroacetic acid |
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