The Journal of Organic Chemistry

Solid-phase synthesis of biaryls via the Stille reaction

FW Forman, I Sucholeiki

Index: Forman, Frank W.; Sucholeiki, Irving Journal of Organic Chemistry, 1995 , vol. 60, # 3 p. 523 - 528

Full Text: HTML

Citation Number: 111

Abstract

The solid-phase synthesis of biphenyls by heterogenous cross-coupling of trialkylphenylstannanes with aryl electrophiles is described. Tributylphenyltin attached by an amide bond to the Rink amide resin undergoes palladium-catalyzed coupling with aryl triflates and aryl iodides to produce after acid cleavage 4-biphenylacetamide in 3-15% yield. 4-Iodophenylacetic acid attached to the Rink amide resin by an amide bond also ...

Related Articles:

Amidation of polyaromatic carboxylic acids in aqueous medium

[Maruyama, Reiji; Ono, Shin; Inoue, Masami Tetrahedron Letters, 2000 , vol. 41, # 27 p. 5229 - 5232]

Revolutionizing resin handling for combinatorial synthesis

[Atrash, Butrus Angewandte Chemie - International Edition, 2001 , vol. 40, # 5 p. 938 - 941]

Inhibitors of glycolic acid oxidase. 4-Substituted 3-hydroxy-1H-pyrrole-2, 5-dione derivatives

[Rooney; Randall; Streeter; Ziegler; Cragoe Jr.; Schwam; Michelson; Williams; Eichler; Duggan; Ulm; Noll Journal of Medicinal Chemistry, 1983 , vol. 26, # 5 p. 700 - 714]

Merrifield MicroTube TM reactors for solid phase synthesis

[Li, Rongshi; Xiao, Xiao-Yi; Czarnik, Anthony W. Tetrahedron Letters, 1998 , vol. 39, # 47 p. 8581 - 8584]

More Articles...