title: Synthesis of Functionalized Alkylidene Indanes and Indanones through Tandem Phosphine-Palladium Catalysis.
abstract: Densely functionalized alkylidene indanes and indanones can be prepared efficiently in one pot, in high yields with good stereoselectivities (in some cases exclusively the Z-isomer), through a route involving phosphine-catalyzed Michael addition followed by palladium-catalyzed Heck cyclization. These transformations tolerate substrates bearing various substituents around the indane/indanone motif. Employing this technology, a concise formal synthesis of sulindac, a nonsteroidal anti-inflammatory drug, has been established.
authors: Department of Chemistry and Biochemistry, University of California, Los Angeles, California 90095-1569, United States.
authors: Yi Chiao
authors: YC
authors: Fan
authors: Department of Chemistry and Biochemistry, University of California, Los Angeles, California 90095-1569, United States.
authors: Ohyun
authors: O
authors: Kwon
mesh_terms: D002384:Catalysis; D003500:Cyclization; D007189:Indans / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D010165:Palladium / Q000737:chemistry*; D010720:Phosphines / Q000737:chemistry*; D013237:Stereoisomerism; D013467:Sulindac / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology
chemical_list: D007189:Indans; D010720:Phosphines; D013467:Sulindac; D010165:Palladium; C044646:phosphine