title: Pd-catalyzed orthogonal Knoevenagel/Perkin condensation-decarboxylation-Heck/Suzuki sequences: tandem transformations of benzaldehydes into hydroxy-functionalized antidiabetic stilbene-cinnamoyl hybrids and asymmetric distyrylbenzenes.
abstract: Tandem reactions that involve chemoselective Knoevenagel/Perkin condensation-decarboxylation-Heck/Suzuki coupling or Heck-aldol sequences have been achieved. This enabled the first concise and efficient synthesis of several important hydroxy-functionalized compound classes, such as stilbene-cinnamoyl hybrids (potent protein tyrosine phosphatase1B inhibitors), cinnamoyl-cinnamic acid hybrids, asymmetric distyrylbenzenes, and biarylstyrenes. Previously reported synthesis require multiple steps and protection/deprotection manipulations.
authors.affiliation: Natural Plant Products Division, Council of Scientific and Industrial Research, Institute of Himalayan Bioresource Technology (I.H.B.T.), Palampur (H.P.) 176061, India.
authors.forename: Naina
authors.initials: N
authors.lastname: Sharma
authors.forename: Abhishek
authors.initials: A
authors.lastname: Sharma
authors.forename: Amit
authors.initials: A
authors.lastname: Shard
authors.forename: Rakesh
authors.initials: R
authors.lastname: Kumar
authors.lastname: Saima
authors.forename: Arun K
authors.initials: AK
authors.lastname: Sinha
mesh_terms: D001547:Benzaldehydes / Q000737:chemistry*; D002384:Catalysis; D002934:Cinnamates / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D020650:Combinatorial Chemistry Techniques; D003653:Decarboxylation; D007004:Hypoglycemic Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D015394:Molecular Structure; D010165:Palladium / Q000737:chemistry*; D013267:Stilbenes / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology
chemical_list: D001547:Benzaldehydes; D002934:Cinnamates; D007004:Hypoglycemic Agents; D013267:Stilbenes; C029010:cinnamic acid; D010165:Palladium