JACS-腈基与醇一步反应直接成酰胺.pdfVIP

Communication /JACS Ruthenium-Catalyzed Redox-Neutral and Single-Step Amide Synthesis from Alcohol and Nitrile with Complete Atom Economy Byungjoon Kang,†,‡,§ Zhenqian Fu,‡,§ and Soon Hyeok Hong*,†,‡ †Center for Nanoparticle Research, Institute for Basic Science (IBS), Seoul 151-742, Republic of Korea ‡Department of Chemistry, College of Natural Sciences, Seoul National University, Seoul 151-747, Republic of Korea S *Supporting Information Scheme 1. Redox-Neutral Amide Synthesis Directly from ABSTRACT: A completely atom-economical and redox- Alcohols and Nitriles neutral catalytic amide synthesis from an alcohol and a nitrile is realized. The amide C−N bond is efficiently formed between the nitrogen atom of nitrile and the α- carbon of alcohol, with the help of an N-heterocyclic carbene-based ruthenium catalyst, without a single by- product. A utility of the reaction was demonstrated by synthesizing 13C or 15N isotope-labeled amides without involvement of any separate reduction and oxidation step. A tom-economical amide synthesis1 is one of the top challenges in green organic synthesis and process chemistry as discussed in the round table of global pharmaceutical corporations and the ACS Green Chemistry 2 Institute in 2005. Many approaches such as oxidative amide synthesis directly from alcohols and amines by liberating hydrogen gas as t