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Synlett 1999; 1999(9): 1459-1461
DOI: 10.1055/s-1999-2837
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Halo-Substituted Aminobenzenes Prepared by Pd-Catalyzed Amination

Irina P. Beletskaya* , Alla G. Bessmertnykh, Roger Guilard
  • *Department of Chemistry, Moscow State University, Moscow, SU-119899, Russia; Fax 07 09 59 38 18 44; E-mail: beletska@org.chem.msu.su
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Publication History

Publication Date:
31 December 1999 (online)

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The selective monoamination of aryl dihalides by primary amines and polyamines in the presence of the Pd2(dba)3/dppf catalytic system and NaOt-Bu provides a convenient method for the synthesis of aminobenzenes substituted at the ortho, meta, or para position of the aryl ring by a halogen atom. Under these conditions the reaction of polyamine compounds having 1,2-diaminoethane or 1,3-diaminopropane moieties proceeds selectively leading to monoaryl-substituted derivatives of polyamines. Moreover, this is a remarkably efficient method to realize the arylation of a primary amine group of polyamines in the presence of a secondary one.

arylation - amines - catalysis - halides - palladium