Synthesis of N-Sulfonyl Ynamido-Phosphonates: Valuable Partners for Cycloadditions

Vincent Perez; Antoine Fadel; Nicolas Rabasso

doi:10.1055/s-0036-1589042

Synthesis, Inhaltsverzeichnis

Synthesis 2017; 49(17): 4035-4044
DOI: 10.1055/s-0036-1589042

paper

Synthesis of N-Sulfonyl Ynamido-Phosphonates: Valuable Partners for Cycloadditions

Vincent Perez

Méthodologie, Synthèse et Molécules Thérapeutiques, ICMMO, UMR CNRS 8182, Bât. 410, Université Paris-Sud 15, rue Georges Clemenceau, 91405 Orsay Cedex, France eMail: nicolas.rabasso@u-psud.fr

,

Antoine Fadel

Méthodologie, Synthèse et Molécules Thérapeutiques, ICMMO, UMR CNRS 8182, Bât. 410, Université Paris-Sud 15, rue Georges Clemenceau, 91405 Orsay Cedex, France eMail: nicolas.rabasso@u-psud.fr

,

Nicolas Rabasso *

Méthodologie, Synthèse et Molécules Thérapeutiques, ICMMO, UMR CNRS 8182, Bât. 410, Université Paris-Sud 15, rue Georges Clemenceau, 91405 Orsay Cedex, France eMail: nicolas.rabasso@u-psud.fr

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Abstract

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Abstract

N-Sulfonyl ynamido-phosphonates were prepared from sulfonamides and bromo alkynylphosphonates through a direct copper-catalyzed coupling reaction. The substrates were obtained in good to excellent yields. The latter are valuable partners to react with nitrile-oxides to form isoxazoles in good yields and with an exclusive regioselectivity.

Key words

ynamides - phosphonates - copper catalysis - cycloadditions - isoxazoles

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