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

Varsha R. Jumde^†, Elena Petricci^†, Chiara Petrucci^‡, Niccolò Santillo^†, Maurizio Taddei^*†, and Luigi Vaccaro^*‡

^† 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.

http://pubs.acs.org/doi/abs/10.1021/acs.orglett.5b01842
CLICK ON BELOW IMAGES TO GET CLEAR VIEW




/////Domino Hydrogenation, Reductive Amination of Phenols, Simple Process ,  Access Substituted Cyclohexylamines

 Rwanda food











 







///////////