Two palladium-catalyzed domino reactions from one set of substrates/reagents: efficient synthesis of substituted indenes and cis-stilbenoid hydrocarbons from the same internal alkynes and hindered Grignard reagents.
Two types of domino reactions from the same internal alkynes and hindered Grignard reagents based on carbopalladation, Pd-catalyzed cross-coupling reaction, and a C-H activation strategy are described. The realization of these domino reactions relied on the control of the use of the ligand and the reaction temperature. Our study provides efficient access to useful polysubstituted indenes and cis-substituted stilbenes and may offer a new means of development of tandem/domino reactions in a more efficient way. [reaction: see text].
Dong
Cheng-Guo
CG
Department of Chemistry, College of Staten Island and the Graduate Center of the City University of New York, Staten Island, New York 10314, USA.
Yeung
Pik
P
Hu
Qiao-Sheng
QS
D000085:Acetates / Q000737:chemistry; D000480:Alkynes / Q000737:chemistry*; D002384:Catalysis; D007192:Indenes / Q000138:chemical synthesis* / Q000737:chemistry; D007202:Indicators and Reagents / Q000737:chemistry; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry*; D010165:Palladium / Q000737:chemistry*; D013237:Stereoisomerism; D013267:Stilbenes / Q000138:chemical synthesis* / Q000737:chemistry
D000085:Acetates; D000480:Alkynes; D007192:Indenes; D007202:Indicators and Reagents; D009942:Organometallic Compounds; D013267:Stilbenes; D010165:Palladium