Ruthenium(II)‐NNN‐Pincer‐Complex‐Catalyzed Reactions Between Various Alcohols and Amines for Sustainable C−N and C−C Bond Formation
- 28 December 2017
- journal article
- research article
- Published by Wiley in Advanced Synthesis & Catalysis
- Vol. 360 (4) , 722-729
Abstract
An air and moisture stable 2‐hydroxypyridine based bifunctional ruthenium NNN‐pincer complex catalyzed efficient (TON=42840) N‐alkylation of amines under mild conditions. Surprisingly, with cyclic secondary amines this methodology selectively produced only amides. Notably, N‐methylation of several amines was achieved by using methanol as a green methylating agent. Furthermore, with lower catalyst loading (0.2 mol%) and shorter reaction time (6 h) numerous substituted quinolines were synthesized from 2‐aminobenzyl alcohols and secondary alcohols. The effectiveness of this protocol was further extended by successfully synthesizing 2‐alkylaminoquinolines in a one‐pot fashion from amino alcohol, aliphatic nitriles, and alcohols. Gram scale synthesis of various compounds was also investigated to demonstrate the synthetic applicability of this methodology. magnified imageKeywords
Funding Information
- Anusandhan National Research Foundation
- Council of Scientific and Industrial Research
- Indian Institute of Technology Kanpur
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