title: Palladium-catalyzed tandem intramolecular oxy/amino-palladation/isocyanide insertion: synthesis of α-benzofuranyl/indolylacetamides.
abstract: A novel palladium-catalyzed approach to 2-benzofuranyl/indolylacetamides from 1-(o-hydroxy/aminophenyl)propargylic alcohols and isocyanides is described. The reaction proceeds through a cascade that includes oxy/aminopalladation, isocyanide insertion, and 1,4-hydroxyl migration. No oxidant or ligand is needed to promote the cascade, and the reactions are carried out under mild conditions to afford the products through high functional tolerance.
authors.affiliation: Medicinal & Process Chemistry Division and §Molecular & Structural Biology Division, CSIR-Central Drug Research Institute , BS-10/1, Sector 10, Jankipuram extension, Sitapur Road, P.O. Box 173, Lucknow 226031, India.
authors.forename: Nuligonda
authors.initials: N
authors.lastname: Thirupathi
authors.forename: Madala Hari
authors.initials: MH
authors.lastname: Babu
authors.forename: Vikas
authors.initials: V
authors.lastname: Dwivedi
authors.forename: Ruchir
authors.initials: R
authors.lastname: Kant
authors.forename: Maddi Sridhar
authors.initials: MS
authors.lastname: Reddy
mesh_terms: D000081:Acetamides / Q000138:chemical synthesis* / Q000737:chemistry; D000480:Alkynes / Q000737:chemistry*; D000814:Aniline Compounds / Q000737:chemistry*; D001572:Benzofurans / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D003486:Cyanides / Q000737:chemistry*; D007211:Indoles / Q000138:chemical synthesis* / Q000737:chemistry; D008024:Ligands; D015394:Molecular Structure; D010165:Palladium / Q000737:chemistry*; D020005:Propanols / Q000737:chemistry*
chemical_list: D000081:Acetamides; D000480:Alkynes; D000814:Aniline Compounds; D001572:Benzofurans; D003486:Cyanides; D007211:Indoles; D008024:Ligands; D020005:Propanols; D010165:Palladium; C028255:propargyl alcohol