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Sustainable Synthesis of Quinolines and Pyrimidines Catalyzed by Manganese PNP Pincer Complexes

Matthias Mastalir, Mathias Glatz, Ernst Pittenauer, Günter Allmaier and Karl Kirchner*

*Institute of Applied Synthetic Chemistry and ‡Institute of Chemical Technologies and Analytics, Vienna University of Technology, Getreidemarkt 9, A-1060 Wien, Austria, Email: karl.kirchnertuwien.ac.at

M. Mastalir, M. Glatz, E. Pittenauer, G. Allmaier, K. Kirchner, J. Am. Chem. Soc., 2016, 138, 15303-15306.

DOI: 10.1021/jacs.6b10433



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Abstract

A hydride Mn(I) PNP pincer complex catalyzes environmentally benign, sustainable, and practical syntheses of substituted quinolines and pyrimidines using combinations of 2-aminobenzyl alcohols and alcohols as well as benzamidine and two different alcohols, respectively. The reactions proceed with high atom efficiency via a sequence of dehydrogenation and condensation steps in very good isolated yields.

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Key Words

quinolines


ID: J48-Y2016