Heck reactions without salt formation: aromatic carboxylic anhydrides as arylating agents

MS Stephan, AJJM Teunissen…

Index: Stephan, Massoud S.; Teunissen, Antonius J. J. M.; Verzijl, Gerard K. M.; De Vries, Johannes G. Angewandte Chemie - International Edition, 1998 , vol. 37, # 5 p. 662 - 664

Full Text: HTML

Citation Number: 138

Abstract

Abstract Environmentally benign and economical production of arylated olefins can be achieved by a new variant of the Heck reaction in which no halogen salts are formed. The trick is the use of aromatic carboxylic anhydrides 1 as arylating agents. With halide-activated palladium chloride as catalyst, which requires no phosphane ligands, the olefins 2 can be prepared according to Equation (a) in good yields.

Related Articles:

Preparation of (R)-and (S)-N-protected 3-hydroxypyrrolidines by hydroxylation with Sphingomonas sp. HXN-200, a highly active, regio-and stereoselective, and easy …

[Srairi, Driss; Maurey, Georges Bulletin de la Societe Chimique de France, 1987 , # 2 p. 297 - 301]

Unique oxidation reaction of amides with pyridine-N-oxide catalyzed by ruthenium porphyrin: Direct oxidative conversion of N-acyl-L-proline to N-acyl-L-glutamate

[Ito, Rina; Umezawa, Naoki; Higuchi, Tsunehiko Journal of the American Chemical Society, 2005 , vol. 127, # 3 p. 834 - 835]

Ruthenium tetroxide oxidation of cyclic N-acylamines by a single layer method: formation of ω-amino acids

[Kaname, Mamoru; Yoshifuji, Shigeyuki; Sashida, Haruki Tetrahedron Letters, 2008 , vol. 49, # 17 p. 2786 - 2788]

Ruthenium tetroxide oxidation of cyclic N-acylamines by a single layer method: formation of ω-amino acids

[Kaname, Mamoru; Yoshifuji, Shigeyuki; Sashida, Haruki Tetrahedron Letters, 2008 , vol. 49, # 17 p. 2786 - 2788]

New condensing reagents

[Otsubo, Teruyuki; Matsukawa, Chiyoko; Ishizuka, Tadao; Kunieda, Takehisa Heterocycles, 1992 , vol. 33, # 1 p. 131 - 134]

More Articles...