Domino Hydrogenation−Reductive Amination of Phenols, a Simple Process To Access Substituted Cyclohexylamines
Org. Lett. 2015, 17, 3990−3993 DOI: 10.1021/acs.orglett.5b01842
Phenols can be efficiently reduced
by sodium formate and Pd/C as the catalyst in water and in the presence
of amines to give the corresponding cyclohexylamines. This reaction
works at rt for 12 h or at 60 °C under microwave dielectric heating for
20 min. With the exception of aniline, primary, secondary amines, amino
alcohols, and even amino acids can be used as nucleophiles. The
reductive process is based on a sustainable hydrogen source and a
catalyst that can be efficiently recovered and reused. The protocol was
developed into a continuous-flow production of cyclohexylamines in gram
scale achieving very efficient preliminary results (TON 32.7 and TOF
5.45 h–1).
Domino Hydrogenation–Reductive Amination of Phenols, a Simple Process To Access Substituted Cyclohexylamines
† Dipartimento di Biotecnologie, Chimica e Farmacia, Università degli Studi di Siena, Via A. Moro 2, 53100 Siena, Italy
‡ Laboratory of Green Synthetic Organic Chemistry, CEMIN − Dipartimento di Chimica, Biologia e Biotecnologie, Università di Perugia, Via Elce di Sotto 8, 06123 Perugia, Italy
Org. Lett., 2015, 17 (16), pp 3990–3993
DOI: 10.1021/acs.orglett.5b01842
Publication Date (Web): July 31, 2015
Copyright © 2015 American Chemical Society
*E-mail: maurizio.taddei@unisi.it., *E-mail: luigi.vaccaro@unipg.it.
CLICK ON BELOW IMAGES TO GET CLEAR VIEW
/////Domino Hydrogenation, Reductive Amination of Phenols, Simple Process , Access Substituted Cyclohexylamines
Rwanda food
///////////
