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Palladium‐Catalyzed Allylation of Pronucleophiles with Alkynes at 50 °C – Remarkable Effect of 2‐(Dicyclohexylphosphanyl)‐2′‐(dimethylamino)biphenyl as Ligand
Author(s) -
Patil Nitin T.,
Song Dschun,
Yamamoto Yoshinori
Publication year - 2006
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200600337
Subject(s) - chemistry , biphenyl , catalysis , palladium , toluene , medicinal chemistry , ligand (biochemistry) , organic chemistry , biochemistry , receptor
The allylation of various pronucleophiles 1a – i with 1‐phenylprop‐1‐yne ( 2 ) proceeded very smoothly at 50 °C in the presence of catalytic amounts of Pd 2 (dba) 3 · CHCl 3 (5 mol‐%) and 2‐(dicyclohexylphosphanyl)‐2′‐(dimethylamino)biphenyl ( I ; 20 mol‐%) in toluene, whilst when Pd(PPh 3 ) 4 or Pd 2 (dba) 3 · CHCl 3 /PPh 3 were used, the reaction needed 100 °C for completion.(© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006)