Abstract

In our current work, we have reported the first cobalt-catalyzed cross-coupling of arylboronic acid with alkyl/aryl phosphites under mild conditions. The reaction was carried out in the presence of zinc powder as an additive and ter-pyridine as a ligand. The use of non-precious cobalt salt makes the protocol advantageous, as it is inexpensive and more abundant than the previously used methods where precious metal salts (Pd and Pt) were used. The reaction has a wide substrate scope and the products were obtained in good yields.

Highlights

  • In addition to the classical methods documented in the literature [12,13,14,15,16,17,18,19,20,21,22,23,24,25], several new transition-metal-catalyzed approaches have been developed, mainly for the synthesis of triarylphosphine compounds via cross-coupling reactions of trialkylphosphine with different aryl sources in the presence of metals such as Ni, Cu, and Pd. [13,14,15] Among the various aryl partners, arylboronic acid is a popular choice for various C-C and C-heteroatom bond formation reactions via different cross-coupling methodologies

  • While the reaction resulted in moderate to high yields of the products, it was still limited to certain dialkyl phosphites

  • The analytical thin layer chromatography was eluted in the Ethylacetate/Hexane (30:70) solvent system

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Summary

Introduction

Organophosphorus compounds have great significance due to their extensive use in various fields such as medicine, agriculture, polymer science, and material chemistry [1,2,3,4,5,6,7,8,9,10,11,12,13,14,15,16,17,18,19,20,21,22,23,24,25]. In addition to the classical methods documented in the literature [12,13,14,15,16,17,18,19,20,21,22,23,24,25], several new transition-metal-catalyzed approaches have been developed, mainly for the synthesis of triarylphosphine compounds via cross-coupling reactions of trialkylphosphine with different aryl sources in the presence of metals such as Ni-, Cu-, and Pd. Despite the extensive use of arylboronic acid in a variety of other cross-coupling reactions [26,27,28], it has not been used quite as often in the literature for the C-P bond formation and only a couple of reports have been published so far.

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