Synthesis 2014; 46(08): 1046-1051
DOI: 10.1055/s-0033-1340820
practical synthetic procedures
© Georg Thieme Verlag Stuttgart · New York

A Simple and Convenient Method for the Synthesis of N,N-Diaryl Tertiary Amines

Francis S. Wekesa
Texas Tech University, Department of Chemistry & Biochemistry, Lubbock, TX 79409, USA   Fax: +1(806)7421289   Email: [email protected]
,
Neha Phadke
Texas Tech University, Department of Chemistry & Biochemistry, Lubbock, TX 79409, USA   Fax: +1(806)7421289   Email: [email protected]
,
Claire Jahier
Texas Tech University, Department of Chemistry & Biochemistry, Lubbock, TX 79409, USA   Fax: +1(806)7421289   Email: [email protected]
,
David B. Cordes
Texas Tech University, Department of Chemistry & Biochemistry, Lubbock, TX 79409, USA   Fax: +1(806)7421289   Email: [email protected]
,
Michael Findlater*
Texas Tech University, Department of Chemistry & Biochemistry, Lubbock, TX 79409, USA   Fax: +1(806)7421289   Email: [email protected]
› Author Affiliations
Further Information

Publication History

Received: 27 December 2013

Accepted after revision: 22 January 2014

Publication Date:
25 February 2014 (online)


Abstract

Direct preparation of tertiary amines in which two substituents are aromatic is described. In the presence of either the inorganic base sodium tert-butoxide or the sterically hindered organic base diisopropylethylamine, the alkylation of secondary diarylamines is achieved smoothly. In contrast to methods previously reported in the literature, this procedure is high-yielding and does not require the use of transition-metal catalysts or functional-group-intolerant hydride reductants.

Supporting Information

 
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