Download PDF
Synfacts 2010(3): 0363-0363  
DOI: 10.1055/s-0029-1219289
Polymer-Supported Synthesis
© Georg Thieme Verlag Stuttgart ˙ New York

Synthesis of Amines from Alcohols and Urea with Ru(OH)x/TiO2

Contributor(s):Yasuhiro Uozumi, Go Hamasaka
J. He, J. W. Kim, K. Yamaguchi, N. Mizuno*
The University of Tokyo and Japan Science and Technology Agency, Kawaguchi, Japan
Efficient Catalytic Synthesis of Tertiary and Secondary Amines from Alcohols and Urea
Angew. Chem. Int. Ed.  2009,  48:  9888-9891  
Crossref
Further Information

Publication History

Publication Date:
18 February 2010 (online)

 PDF Download Permissions and Reprints

Key words

amines - alcohols - ureas - ruthenium hydroxide - heterogeneous catalysis

Significance

TiO2-supported ruthenium hydroxide (Ru(OH)x/TiO2) catalyzed the reaction of alcohols 1 with urea in mesitylene under Ar atmosphere to give the corresponding tertiary amines 2 or secondary amines 3 in 76-98% yield (13 examples). The catalyst was recovered by simple filtration and reused without significant loss of catalytic performance for formation of 3k (reuse: 90% yield). No leaching of ruthenium was observed by ICP-AES analysis after the reaction.

Comment

The authors have previously reported the preparation of Ru(OH)x/TiO2 and its application to the hydrogen transfer reactions (Chem. Eur. J. 2008, 14, 11480). The catalytic activity of Ru(OH)x/TiO2 was superior to that of the other supported ruthenium catalysts for the formation of 2a [Ru(OH)x/Al2O3: 47% yield, RuClx/TiO2: 0% yield, RuHAP: 0% yield, Ru/C: 18% yield].

   Permissions and Reprints