Base‐Catalyzed Highly Regioselective Synthesis of Bio‐Based Hydroxyurethanes-Reference-Cited by-同舟云学术

Base‐Catalyzed Highly Regioselective Synthesis of Bio‐Based Hydroxyurethanes

Published:2024-04-25 Issue:24 Volume:27 Page:
ISSN:1434-193X
Container-title:European Journal of Organic Chemistry
language:en
Short-container-title:Eur J Org Chem

Author:

de la Cruz‐Martínez Felipe¹^ORCID,Francés‐Poveda Enrique²^ORCID,North Michael³^ORCID,Castro‐Osma José A.¹^ORCID,Lara‐Sánchez Agustín²^ORCID

Affiliation:

1. Universidad de Castilla-La Mancha Departamento de Química Inorgánica, Orgánica y Bioquímica-Centro de Innovación en Química Avanzada (ORFEO-CINQA), Facultad de Farmacia and Instituto Regional de Investigación Científica Aplicada-IRICA 02071 – Albacete Spain

2. Universidad de Castilla-La Mancha Departamento de Química Inorgánica, Orgánica y Bioquímica-Centro de Innovación en Química Avanzada (ORFEO-CINQA), Facultad de Ciencias y Tecnologías Químicas and Instituto Regional de Investigación Científica Aplicada-IRICA 13071 – Ciudad Real Spain

3. Green Chemistry Centre of Excellence, Department of Chemistry University of York Heslington York YO10 5DD United Kingdom

Abstract

AbstractThe regioselective synthesis of carbamates from bio‐derived cyclic carbonates and amines by using 1,5,7‐triazabicyclo[4.4.0]dec‐5‐ene (TBD) as an organocatalyst is reported. This methodology led to the preparation of a wide range of bio‐sourced hydroxyurethanes from furan‐, carvone‐ and limonene‐based scaffolds under solvent‐free and mild reaction conditions. Moreover, a comprehensive analysis of the process allowed us to optimize the catalyst loading with little or no impact on the process regioselectivity.

Funder

Junta de Comunidades de Castilla-La Mancha

Universidad de Castilla-La Mancha

Publisher

Wiley

Reference24 articles.

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