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

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• 作者：Matthias Mastalir ; Mathias Glatz ; Ernst Pittenauer ; Günter Allmaier ; Karl Kirchner
• 刊名：Journal of the American Chemical Society
• 出版年：2016
• 出版时间：December 7, 2016
• 年：2016
• 卷：138
• 期：48
• 页码：15543-15546
• 全文大小：396K
• ISSN：1520-5126

文摘

This study represents the first example an environmentally benign, sustainable, and practical synthesis of substituted quinolines and pyrimidines using combinations of 2-aminobenzyl alcohols and alcohols as well as benzamidine and two different alcohols, respectively. These reactions proceed with high atom efficiency via a sequence of dehydrogenation and condensation steps that give rise to selective C–C and C–N bond formations, thereby releasing 2 equiv of hydrogen and water. A hydride Mn(I) PNP pincer complex recently developed in our laboratory catalyzes this process in a very efficient way. A total of 15 different quinolines and 14 different pyrimidines were synthesized in isolated yields of up to 91 and 90%, respectively.