The reactions of alcohols with nitriles under solvent-free conditions, using molecular iodine as a catalyst, were investigated. The reaction of 1-phenylethanol with propanenitrile produced the amide N-(1-phenylethyl)propanamide, by dehydration and tautomerization, in 71% yield, under the following conditions: temperature=90°C, alcohol:iodine molar ratio=1:0.2, alcohol:nitrile molar ratio=1:5, and reaction time=5 h. The amidation reactivity depended on the stability of the cationic intermediate formed from the alcohol. The reaction of (-)-borneol with benzonitrile produced a racemic amide in 83% yield.
Download full-text PDF |
Source |
|---|---|
| http://dx.doi.org/10.5650/jos.59.607 | DOI Listing |
Publication Analysis
Top Keywords
Similar Publications
Synthesis and crystal structure of piperidinyl propanenitrile towards the preparation of piperidine based bioactive films for drug delivery applications.
Sci Rep
January 2025
Cellulose and Paper Department, National Research Centre, Cairo, 12622, Egypt.
Compounds containing the piperidine group are highly attractive as building blocks for designing new drugs. Functionalized piperidines are of significant interest due to their prevalence in the pharmaceutical field. Herein, 3-oxo-3-(piperidin-1-yl) propanenitrile has been synthesized, and piperidine-based sodium alginate/poly(vinyl alcohol) films have been prepared.
View Article and Find Full Text PDFZn(II)-Stabilized Azo-Anion Radical-Catalyzed Dehydrogenative Synthesis of Olefins.
J Org Chem
December 2024
Department of Chemistry, Indian Institute of Engineering Science and Technology, Shibpur, Botanic Garden, Howrah 711103, India.
Herein, we describe a Zn-catalyzed atom-economical, inexpensive, and sustainable method for preparing a broad spectrum of substituted olefins utilizing alcohols as the main precursor. Using a Zn(II) complex [ZnLCl] () of the redox-noninnocent ligand 2-((4-chlorophenyl)diazenyl)-1,10-phenanthroline (), various ()-olefins were prepared in good yields by coupling alcohols with sulfones and aryl cyanides under an inert atmosphere. Under an aerial atmosphere, vinyl nitriles were isolated in up to 82% yield reacting alcohols with benzyl cyanides in the presence of .
View Article and Find Full Text PDFNickel-Catalyzed Reductive Hydrolysis of Nitriles to Alcohols.
Angew Chem Int Ed Engl
December 2024
Leibniz-Institut für Katalyse, Albert-Einstein-Straße 29a, 18059, Rostock, Germany.
Article Synopsis
- Nitriles are important compounds used to create various chemicals like pharmaceuticals and agrochemicals.
- The study presents a nickel-catalyzed method for converting nitriles to alcohols using molecular hydrogen, involving a sequence of reactions.
- This method is efficient for different types of nitriles and can be applied to complex drug molecules, producing alcohols that are crucial in many fields such as organic synthesis and energy technology.
Cardiovascular effects of early maternal separation and escitalopram treatment in rats with depressive-like behaviour.
Auton Neurosci
December 2024
Department of Physiological Sciences, Center of Biological Sciences, State University of Londrina, Paraná, Brazil.
Depression and cardiovascular diseases are two of the world's major health problems. Escitalopram (ESC) is widely used because of its safety in relation to other drugs in that class; however, it can affect the cardiovascular system. The present study evaluated the cardiovascular parameters of depressive-like male rats and the cardiovascular effects of ESC treatment on that condition.
View Article and Find Full Text PDF[F]fluorocholine PET . [Tc]sestamibi scintigraphy for detection and localization of hyperfunctioning parathyroid glands in patients with primary hyperparathyroidism: outcomes and resource efficiency.
Radiol Oncol
December 2024
Division of Nuclear Medicine, University Medical Centre Ljubljana, Ljubljana, Slovenia.
Article Synopsis
- - Minimally invasive parathyroidectomy is the preferred treatment for primary hyperparathyroidism, but it relies on effective preoperative localization methods to identify overactive parathyroid tissue.
- - A study compared two groups of patients—234 who had traditional MIBI scintigraphy and 163 who had FCh-PET/CT—focusing on the efficiency and outcomes of these imaging techniques leading up to surgery.
- - Results showed that FCh-PET/CT significantly reduced imaging time by 83% and surgery time by 41% without using intraoperative hormone monitoring, suggesting it may lead to faster procedures and fewer reoperations for patients.
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!