The Journal of organic chemistry

Tandem Pd-Catalyzed Double C− C Bond Formation: Effect of Water

DI Chai, M Lautens

Index: Chai, David I.; Lautens, Mark Journal of Organic Chemistry, 2009 , vol. 74, # 8 p. 3054 - 3061

Full Text: HTML

Citation Number: 89

Abstract

A highly efficient water-accelerated palladium-catalyzed reaction of gem-dibromoolefins with a boronic acid via a tandem Suzuki− Miyaura coupling and direct arylation is reported. A wide range of aryl, alkenyl, and alkyl boronic acids, as well as a variety of substitution patterns on the phenyl ring, are tolerated. Additionally, mechanistic studies were conducted to ascertain the order of the couplings as well as the role (s) of water. Results from this ...

Related Articles:

Palladium-Catalyzed Annulation of Aryl Heterocycles with Strained Alkenes

[Hulcoop, David G.; Lautens, Mark Organic Letters, 2007 , vol. 9, # 9 p. 1761 - 1764]

Batch and Flow Synthesis of Pyrrolo [1, 2-a]-quinolines via an Allene-based Reaction Cascade

[Kobayashi, Kazuhiro; Takanohashi, Atsushi; Himei, Yasutoshi; Sano, Takehiko; Fukamachi, Shuhei; Morikawa, Osamu; Konishi, Hisatoshi Heterocycles, 2007 , vol. 71, # 12 p. 2717 - 2720]

Some cyclisation reactions of 2, 2′??disubstituted??N??arylpyrroles

[Cheeseman, G. W. H.; Eccleshall, S. A.; Thornton, T. Journal of Heterocyclic Chemistry, 1985 , vol. 22, p. 809 - 811]

Some cyclisation reactions of 2, 2′??disubstituted??N??arylpyrroles

[Cheeseman, G. W. H.; Eccleshall, S. A.; Thornton, T. Journal of Heterocyclic Chemistry, 1985 , vol. 22, p. 809 - 811]

More Articles...