CO2 -Based Carbamate Synthesis Utilizing Reusable Polymer-Supported DBU.

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.

Fast and selective synthesis of mono-substituted sucrose methacrylate ester monomer.

Sucrose methacrylate (SM) is a key monomer for synthesizing biocompatible polymers with a carbohydrate core. However, controlled SM synthesis is challenging due to the possible formation of regio-isomers. This study describes SM synthesis that involves ultrasound irradiation of a homogeneous basic medium. The selectivity for mono-substituted SM was 86% within 30 min of reaction. The newly developed methodology is faster and more selective than that of mono-substituted SM synthesis already described in the literature.

Direct Synthesis of α-Fluoro-α-Triazol-1-yl Ketones from Sulfoxonium Ylides: A One-Pot Approach.

The work reported herein showcases a new route to access α-fluoro-α-triazol-1-yl ketones from sulfoxonium ylides via α-azido-α-fluoro ketone intermediates. In a one-pot, two-step sequence, the ketosulfoxonium reactant initially undergoes insertion of F+ and N3-, followed by a subsequent CuAAC reaction with arylacetylenes to install a 1,4-triazolo moiety. The approach allows for modification to both the sulfoxonium ylide and arylacetylene reactants. Fifteen examples have been reported, with yields ranging between 22% and 75%.

Natural sucrose esters: Perspectives on the chemical and physiological use of an under investigated chemical class of compounds.

The present review describes the chemistry and physiological properties of the sucrose esters (SEs) obtained from natural or synthetic pathways, with emphasis on those that have aliphatic and phenylpropanoid substituents on their sucrose moiety. Synthesis, extraction and characterization methods for the SEs and NSEs are discussed in terms of synthetic procedures, separation techniques and spectroscopic methods. The physiological properties are discussed taking into account the nature of the substituent groups and their regiochemistry (position and number of substitutions) on the sucrose moiety.

A new synthetic methodology for pyridinic sucrose esters and their antibacterial effects against Gram-positive and Gram-negative strains.

Described are the development of a new synthetic method using ultrasonic irradiation and sodium methoxide as catalyst for a series of pyridinic sucrose esters (py-SEs), derived from transesterification of sucrose with picolinic, nicotinic and isonicotinic methyl esters. The reaction was optimized using a 32 x 2 experimental design, the reaction time, temperature and sucrose: methyl ester molar ratio being evaluated. The method proved to be efficient for obtaining monosubstituted esters (≥83%) with high methyl ester consumption (≥79%). The monosubstituted py-SEs were isolated by semipreparative HPLC, characterized by high-resolution mass spectrometry, calorimetry, vibrational spectroscopy, and 1H and 13C NMR. The py-SEs were tested against E. coli, S. aureos, and P. aeruginosa bacteria with minimum inhibitory concentration values equal or inferior to the reference drugs for both E. coli and P. aeruginosa.