Grubbs catalysts in intramolecular carbene C(sp3)–H insertion reactions from α-diazoesters

Daniel Solé; Arianna Amenta; M-Lluïsa Bennasar; Israel Fernández

doi:10.1039/C8CC09089K

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Grubbs catalysts in intramolecular carbene C(sp³)–H insertion reactions from α-diazoesters†

Daniel Solé,

*^a Arianna Amenta,^a M-Lluïsa Bennasar^a and Israel Fernández

*^b

Author affiliations

* Corresponding authors

^a Laboratori de Química Orgànica, Facultat de Farmàcia i Ciències de l’Alimentació, Universitat de Barcelona, Av. Joan XXIII 27-31, 08028 Barcelona, Spain
E-mail: dsole@ub.edu

^b Departamento de Química Orgánica I and Centro de Innovación en Química Avanzada (ORFEO–CINQA), Facultad de Ciencias Químicas, Universidad Complutense de Madrid, 28040 Madrid, Spain
E-mail: israel@quim.ucm.es

Abstract

Grubbs catalysts are described as a useful alternative to promote intramolecular carbene C–H insertion from α-diazoesters. Moreover, no competition arises from the possible metathesis reactions on substrates bearing alkene and alkyne moieties. DFT calculations were also carried out to gain insight into the reaction mechanism involved in these transformations.

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Article information

DOI: https://doi.org/10.1039/C8CC09089K
Article type: Communication
Submitted: 15 Nov 2018
Accepted: 02 Jan 2019
First published: 03 Jan 2019

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Chem. Commun., 2019,55, 1160-1163

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Grubbs catalysts in intramolecular carbene C(sp³)–H insertion reactions from α-diazoesters

D. Solé, A. Amenta, M. Bennasar and I. Fernández, Chem. Commun., 2019, 55, 1160 DOI: 10.1039/C8CC09089K

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