Synthesis of benzofurans from terminal alkynes and iodophenols catalyzed by recyclable palladium nanoparticles supported on N,O-dual doped hierarchical porous carbon under copper- and ligand-free conditions

Recent Advances on Heteroatom‐Doped Porous Carbon/Metal Materials: Fascinating Heterogeneous Catalysts for Organic Transformations

“…In separate studies, the same research group extended applications of the Pd/N,O‐Carbon catalyst in other organic transformations including hydrosilylation and transfer semihydrogenation of alkynes with organosilanes, [84] synthesis of benzofurans [85] , and hydrogenation of α,β‐unsaturated carbonyl compounds [86]…”

“…As mentioned above, the catalytic performance of Pd/N,O‐Carbon was also investigated in the synthesis of benzofurans [85] . The one‐pot tandem Sonogashira/cyclization reaction of various o‐iodophenols with a variety of aryl and alkyl terminal alkynes involving electron‐poor and electron‐rich or specific functional groups afforded biologically active 2‐benzofuran derivatives in good to high yields under ligand‐ and copper‐free conditions.…”

Palladium and Copper: Advantageous Nanocatalysts for Multi-Step Transformations

“…Small PdNPs (1.5 ± 0.3 nm) stabilized by Crooks 4th generation dendrimers were supported on mesoporous silica SBA-15 [ 94 ]; this catalyst was engaged to the one-pot quantitative synthesis of 2-phenylindole from indoline. Yang et al were interested in the synthesis of benzofurans using PdNPs supported on N,O -dopped hierarchical porous carbon obtained from Bamboo shoots [ 95 ]; TEM images showed spherically supported PdNPs of ca. 13 nm together with some agglomeration; this catalyst permitted to obtain more than 20 benzofuran derivatives in good yields showing higher selectivity than Pd over carbon, magnesium oxide or alumina.…”

Synthesis of nitrogen and oxygen containing heterocyclic compounds using nano catalyst: A review

“…Alkynes and Indophenols using Recyclable Palladium NPs under the Ligand-Free Condition The authors developed highly efficient and robust heterogeneous reaction supported by Pd nanoparticles on N, O-dual-doped hierarchical porous carbon using a one-pot tandem reaction of o-iodophenols with terminal alkynes. The catalyst allowed for sequential intermolecular Sonogashira cross-coupling followed by cyclization of oiodophenols with terminal alkynes to synthesize a variety of 2-benzofurans under copper-and ligandfree conditions (26). The reagent allowed successive intermolecular Sonogashira reactions after recirculating o-iodophenols with terminal alkynes to produce a variety of 2-benzofuran derivatives under copper-and ligand-free conditions with a selectivity of 60%.…”