Journal
CHEMICAL COMMUNICATIONS
Volume 56, Issue 88, Pages 13607-13610Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/d0cc05912a
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Funding
- DST via DST-INSPIRE faculty scheme [DST/INSPIRE/04/2015/001003]
- DST via DST-SERB project [ECR/2016/001982]
- CSIR [09/1045(0034) 2K19 EMR-I]
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Herein, we report pyridine and other similar azaaromatics as efficient biomimetic hydrogen shuttles for a transition-metal-free direct N-alkylation of aryl and heteroaryl amines using a variety of benzylic and straight chain alcohols. Mechanistic studies including deuterium labeling and the isolation of dihydro-intermediates of the benzannulated pyridine confirmed the role of pyridine and a borrowing hydrogen process operating in these reactions. In addition, we have extended this methodology for the development of dehydrogenative synthesis of quinolines and indoles, as well as the transfer hydrogenation of ketones.
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