Two-Step Azidoalkenylation of Terminal Alkenes Using Iodomethyl Sulfones

Millius, Nicolas; Lapointe, Guillaume; Renaud, Philippe (2019). Two-Step Azidoalkenylation of Terminal Alkenes Using Iodomethyl Sulfones. Molecules, 24(22), p. 4184. Molecular Diversity Preservation International MDPI 10.3390/molecules24224184

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The radical azidoalkylation of alkenes that was initially developed with α-iodoesters and α-iodoketones was extended to other activated iodomethyl derivatives. By using iodomethyl aryl sulfones, the preparation of γ-azidosulfones was easily achieved. Facile conversion of these azidosulfones to homoallylic azides using a Julia–Kocienski olefination reaction is reported, making the whole process equivalent to the azidoalkenylation of terminal alkenes.

Item Type:

Journal Article (Original Article)

Division/Institute:

08 Faculty of Science > Departement of Chemistry and Biochemistry

UniBE Contributor:

Renaud, Philippe

Subjects:

500 Science > 570 Life sciences; biology
500 Science > 540 Chemistry

ISSN:

1420-3049

Publisher:

Molecular Diversity Preservation International MDPI

Language:

English

Submitter:

Franziska Bornhauser-Rufer

Date Deposited:

06 Feb 2020 15:29

Last Modified:

09 Feb 2020 02:45

Publisher DOI:

10.3390/molecules24224184

BORIS DOI:

10.7892/boris.138850

URI:

https://boris.unibe.ch/id/eprint/138850

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