Dibutyl 2-(trifluoromethyl)cyclopropylboronate as a useful (trifluoromethyl)cyclopropyl donor: application to antagonists of TRPV1

doi:10.1016/j.tetlet.2009.12.073

Tetrahedron Letters

Volume 51, Issue 7, 17 February 2010, Pages 1009-1011

https://doi.org/10.1016/j.tetlet.2009.12.073 Get rights and content

Abstract

Dibutyl-2-(trifluoromethyl)cyclopropylboronate 2, available in one step from commercially available reagents, serves as a useful (trifluoromethyl)cyclopropylating reagent by participating in a palladium-catalyzed Suzuki coupling. The use of boronate ester 2 in medicinal chemistry was exemplified by preparation of TRPV1 receptor antagonists.

Graphical abstract

Compound 2 can act as a (trifluoromethyl)cyclopropyl donor by participation in a Suzuki reaction.

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Dibutyl 2-(trifluoromethyl)cyclopropylboronate as a useful (trifluoromethyl)cyclopropyl donor: application to antagonists of TRPV1

Abstract

Graphical abstract

Chem. Soc. Rev.

J. Med. Chem.

Mini-Rev. Med. Chem.

Analogue-Based Drug Discovery

Annu. Rep. Med. Chem.

Chem. Rev.

Acc. Chem. Res.

Top. Curr. Chem.

Russ. J. Org. Chem.

Curr. Med. Chem.

Prog. Drug Res.

Synthesis

Synthesis

Chem. Commun.

Tetrahedron Lett.

Tetrahedron

Org. Lett.

Tetrahedron Lett.

Synthesis

J. Chem. Soc.

J. Chem. Soc.

J. Fluorine Chem.

Tetrahedron Lett.