Organic letters

High-yielding intramolecular direct arylation reactions with aryl chlorides

LC Campeau, P Thansandote, K Fagnou

Index: Campeau, Louis-Charles; Thansandote, Praew; Fagnou, Keith Organic Letters, 2005 , vol. 7, # 9 p. 1857 - 1860

Full Text: HTML

Citation Number: 191

Abstract

An N-heterocyclic carbene palladium catalyst system is used to promote direct arylation of a broad range of aryl chlorides to form six-and five-membered ring biaryls. An influence of the halide on the palladium precatalyst on catalyst activation has been revealed, as has a beneficial effect of NHC salts that allows the turnover numbers to be increased by simple addition of imidazolium salts to the reaction mixture.

Solvent-free synthesis of δ-carbolines/carbazoles from 3-nitro-2-phenylpyridines/2-nitrobiphenyl derivatives using DPPE as a reducing agent

[Peng, Haixia; Chen, Xuxing; Chen, Yanhong; He, Qian; Xie, Yuyuan; Yang, Chunhao Tetrahedron, 2011 , vol. 67, # 32 p. 5725 - 5731]

Triphenylphosphine-mediated reductive cyclization of 2-nitrobiphenyls: a practical and convenient synthesis of carbazoles

[Freeman, Adam W.; Urvoy, Marie; Criswell, Megan E. Journal of Organic Chemistry, 2005 , vol. 70, # 13 p. 5014 - 5019]

Catalytic direct arylation with aryl chlorides, bromides, and iodides: intramolecular studies leading to new intermolecular reactions

[Campeau, Louis-Charles; Parisien, Mathieu; Jean, Annie; Fagnou, Keith Journal of the American Chemical Society, 2006 , vol. 128, # 2 p. 581 - 590]