Ultrasound assisted efficient conversion of aromatic aldehydes from oximes.

Ultrason Sonochem

Laboratório de Heterociclos Bioativos e Bioprospecção, Universidade Federal de Pelotas, Centro de Ciências Químicas, Farmacêuticas e de Alimentos, 96010-900 Pelotas, RS, Brazil.

Published: January 2013

This work describes the ultrasound-assisted regeneration of aldehydes from oximes in ethanol and phosphoric acid as mediator of the reaction. The large scale regeneration of benzaldehyde was shown under similar conditions. The products were isolated in good yields after short reaction times under mild conditions.

Download full-text PDF

Source
http://dx.doi.org/10.1016/j.ultsonch.2012.07.025DOI Listing

Publication Analysis

Top Keywords

aldehydes oximes
8
ultrasound assisted
4
assisted efficient
4
efficient conversion
4
conversion aromatic
4
aromatic aldehydes
4
oximes work
4
work describes
4
describes ultrasound-assisted
4
ultrasound-assisted regeneration
4

Similar Publications

Glycosite-specific antibody-drug conjugates (gsADCs), which carry cytotoxic payloads at the conserved -glycosylation site, N297, of an IgG, have emerged as a promising ADC format with better therapeutic index. Conjugating the payloads aldehyde-based chemistry is more friendly to IgGs, and has been widely investigated. However, the efficiency of introducing an aldehyde tag at the N297 site is poor due to the complicated procedures required, such as the multiple-enzyme-catalyzed IgG glycoengineering process and the successive oxidation step, which always results in heterogeneous products and poor stability.

View Article and Find Full Text PDF

The current comprehensive study showcases a meticulous synthesis of novel class of α-benzilmonoxime thiocarbohydrazide (BMOTC) derivatives, and manifesting their multifaceted potential as antibacterial, antifungal, and anticancer agents. The synthesis of target compounds was performed in three phases using literature methods. In the first step, benzilmonoxime is synthesized using benzil and hydroxyl amine hydrochloride, followed by benzilmonoxime imine using thiocarbohydrazide.

View Article and Find Full Text PDF

Photoreductive N-N Homocoupling Catalyzed by a Superphotoreductant.

J Org Chem

November 2024

Hefei National Research Center for Physical Sciences at the Microscale, Department of Chemistry, University of Science and Technology of China, Hefei 230026, China.

Azines are valuable synthons or target molecules in organic synthesis. In this work, we report that could work as a photoreductive catalyst for the N-N homocoupling of oximes in high efficiency. This therefore enabled convenient access to a large variety of azines from the corresponding aryl and alkyl ketones, as well as aryl aldehydes in up to 99% yield.

View Article and Find Full Text PDF

Photosensitized Three-Component Carboimination of Alkenes Based on the Relay of Oxy Radicals to Carbon Radicals.

Org Lett

November 2024

State Key Laboratory of Applied Organic Chemistry & College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou, Gansu 730000, P. R. China.

Here, we present a metal-free photosensitized three-component reaction for the carboimination of alkenes based on oxime carbonates. Homolysis of oxime carbonates via light-mediated energy transfer enables the simultaneous generation of iminyl radicals and alkoxycarbonyloxyl radicals. The alkoxycarbonyloxyl and alkoxy radicals can act as an effective hydrogen atom transfer reagent, abstracting hydrogen atoms from alkanes and aldehydes, silanes, and phosphine oxide.

View Article and Find Full Text PDF

Oximic compounds as potential inhibitors of metacaspase-2 (TbMCA2) of Trypanosoma brucei.

Biochem Biophys Res Commun

November 2024

Interdisciplinary Center for Biochemical Research, University of Mogi das Cruzes, Av Dr. Cândido Xavier de Almeida e Souza, 200, 08780-991, Mogi das Cruzes, Brazil. Electronic address:

Metacaspases are a distinct class of cysteine proteases predominantly found in plants, fungi, and protozoa, crucial for regulating programmed cell death (PCD). They possess unique structural features and differ markedly from caspases in their activation mechanisms and substrate specificities, with a notable preference for binding basic residues in substrates. In this study, we introduced vanillin-derived oximic compounds to explore their pharmaceutical potential.

View Article and Find Full Text PDF

Want AI Summaries of new PubMed Abstracts delivered to your In-box?

Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!