Silica supported palladium-phosphine as a reusable catalyst for alkoxycarbonylation and aminocarbonylation of aryl and heteroaryl iodides

Abstract

Novel, simple, stable and reusable silica-supported palladium phosphine complexes were prepared and found to be highly efficient for the carbonylation of unprotected hydroxy, amino, iodoindole and iodopyrazole under optimized conditions.

Ionic Liquid Immobilized on Graphene‐Oxide‐Containing Palladium Metal Ions as an Efficient Catalyst for the Alkoxy, Amino, and Phenoxy Carbonylation Reactions

“…The synthesis of esters and amides having certain biological activities in the field of organic synthesis, pesticides, agrochemicals and in the pharmaceuticals industry . Various Palladium‐based homogeneous and heterogeneous carbonylative methodologies have been reported for these reactions . However, most of the reported methods suffered from one or more disadvantages like harsh reaction conditions, longer time and use of phosphine ligands, co‐catalysts and additives.…”

“…[24][25][26] Various Palladium-based homogeneous [27][28][29][30][31][32] and heterogeneous carbonylative methodologies have been reported for these reactions. [33][34][35][36][37][38][39][40][41][42][43][44][45][46][47] However, most of the reported methods suffered from one or more disadvantages like harsh reaction conditions, longer time and use of phosphine ligands, co-catalysts and additives. To overcome these limitations, we envisioned that our synthesized Pd@GOIL catalyst will be a worthwhile candidate for these carbonylation reactions by providing the recyclable nature.…”

Palladium‐Catalyzed Aerobic Oxidative Carbonylation of C–H Bonds in Phenols for the Synthesis of p‐Hydroxybenzoates

“…In the past decade, significant attention has been paid to the carbonylative synthesis of these compounds by traditional approaches . Among these, palladium‐catalyzed carbonylation of p ‐iodophenol followed by nucleophilic attack of alcohols leading to the synthesis of p ‐hydroxybenzoates is a dominant route used in the laboratory as well as on an industrial scale (Scheme , Path I ) . Recently, Elango and co‐workers successfully synthesized p ‐hydroxybenzoates by activation of bromophenol by use of a carbonylation method .…”

“…[37][38][39][40][41] Among these, palladium-catalyzed carbonylation of p-iodophenol followed by nucleophilic attack of alcohols leading to the synthesis of p-hydroxybenzoates is a dominant route used in the laboratory as well as on an industrial scale (Scheme 1, Path I). [42][43][44][45] Recently, Elango and co-workers successfully synthesized p-hydroxybenzoates by activation of bromophenol by use of a carbonylation method. [46] However, those methodologies have some limitations such as the need for expensive starting materials, longer reaction times, harsh reaction conditions and the use of traditional solvents, co-catalysts and Lewis acids.…”

Mono- and double carbonylation of aryl iodides with amine nucleophiles in the presence of recyclable palladium catalysts immobilised on a supported dicationic ionic liquid phase

“…Some recent examples include the use of palladium nanoparticles dispersed on metal-organic 8 or zeolitic imidazole frameworks, 9,10 carbon nanotubes 11 or on a siliceous mesocellular foam. 12 Several carboxamides were synthesised using palladium complexes, such as palladium-phosphine, 13 palladium-Schiff base 14 or palladium-bisoxazoline 15 derivatives anchored on polymers 14,15 or silica, 13 as well as in the presence of a palladium-1,10-phenanthroline complex encaged in Y zeolite. 16 Palladium immobilised on a silica support with grafted imidazolium ions was also shown to be suitable catalyst by ourselves 17 and others.…”