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CO2-Based Carbamate Synthesis Utilizing Reusable Polymer-Supported DBU

Full text
Author(s):
Vargas, Jorge Andres Mora ; Burtoloso, Antonio C. B.
Total Authors: 2
Document type: Journal article
Source: CHEMSUSCHEM; v. N/A, p. 9-pg., 2023-09-27.
Abstract

The present study highlights a novel and advantageous protocol for accessing carbamates through the well-established three-component coupling reaction involving CO2, amines, and alkyl halides. By employing an immobilized organic base, operating under mild reaction conditions, an array of alkyl carbamates in yields of up to 95 % could be isolated. This approach offers a broad and versatile product scope, allowing for the facile modification of both the amine and alkyl halide reactants. Notably, the pioneering use of an immobilized organic base, specifically the polymer-supported 1,8-diazabicyclo[5.4.0]undec-7-ene (PS-DBU), in this three-component reaction eliminates the need for classical purification steps, streamlining the process. To ensure practicality and sustainability, extensive studies were conducted to verify the recovery and reusability of the polymer-supported DBU catalyst, which consistently maintained the high chemical yield of the carbamates across multiple cycles. Overall, this innovative protocol represents a significant advancement in carbamate synthesis, combining efficiency, generality, and the potential for DBU recycling. (AU)

FAPESP's process: 21/06549-0 - Preparation of industrially important isocyanates and polyols from CO2 and molecular platforms obtained from biomass and their use in the synthesis of polyurethanes
Grantee:Jorge Andrés Mora Vargas
Support Opportunities: Scholarships in Brazil - Doctorate
FAPESP's process: 20/07147-0 - Enantioselective alpha-heterofunctionalization of carbonyl compounds using sulfoxonium ylides
Grantee:Antonio Carlos Bender Burtoloso
Support Opportunities: Regular Research Grants
FAPESP's process: 20/15230-5 - Research Centre for Greenhouse Gas Innovation - RCG2I
Grantee:Julio Romano Meneghini
Support Opportunities: Research Grants - Research Centers in Engineering Program