Efficient phosphine-mediated formal C(sp3)–C(sp3) coupling reactions of alkyl halides in batch and flow

U. P. N. Tran; K. J. Hock; C. P. Gordon; R. M. Koenigs; T. V. Nguyen

doi:10.1039/C7CC02033C

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Efficient phosphine-mediated formal C(sp³)–C(sp³) coupling reactions of alkyl halides in batch and flow†

U. P. N. Tran,^a K. J. Hock,^ab C. P. Gordon,

*^c R. M. Koenigs

*^ab and T. V. Nguyen

*^a

Author affiliations

* Corresponding authors

^a School of Chemistry, University of New South Wales, Sydney, Australia
E-mail: t.v.nguyen@unsw.edu.au

^b Institute of Organic Chemistry, RWTH Aachen University, Aachen, Germany
E-mail: rene.koenigs@rwth-aachen.de

^c School of Science and Health, Western Sydney University, Campelltown, Australia
E-mail: c.gordon@westernsydney.edu.au

Abstract

The construction of C(sp³)–C(sp³) bond is an essential chemical transformation in synthetic chemistry due to its abundance in organic scaffolds. Here we demonstrate a valuable adaptation of the Wittig-type chemical procedure to efficiently facilitate C(sp³)–C(sp³) bond formation utilizing a range of alkyl building blocks. Additionally the method is amenable with flow synthesis to afford coupled products in good to excellent yields without laborious purification process.

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Article information

DOI: https://doi.org/10.1039/C7CC02033C
Article type: Communication
Submitted: 17 Mar 2017
Accepted: 11 Apr 2017
First published: 11 Apr 2017

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Chem. Commun., 2017,53, 4950-4953

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Efficient phosphine-mediated formal C(sp³)–C(sp³) coupling reactions of alkyl halides in batch and flow

U. P. N. Tran, K. J. Hock, C. P. Gordon, R. M. Koenigs and T. V. Nguyen, Chem. Commun., 2017, 53, 4950 DOI: 10.1039/C7CC02033C

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