In this review, direct cyanation, hydrocyanation, dicyanation, cyanofunctionalization and other cyanation reactions of alkynes were highlighted. Firstly, the use of nitriles and development of cyanation was simply introduced. After presenting the natural properties of alkynes, cyanation reactions of alkynes were classified and introduced in detail. Transition metal catalysed direct cyanation and hydrocyanation of alkynes gave alkynyl cyanides and alkenyl nitriles in good yields. Dicyanation of alkynes produced 1,2-dicyano adducts. Cyanofunctionalization of alkynes afforded functional cyanated compounds. Thiocyanation and selenocyanation yielded the expected functional vinylthiocyanates and vinylselenocyanates. A plausible reaction mechanism is presented if available.
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http://dx.doi.org/10.1039/d0ra01286f | DOI Listing |
Chem
October 2024
Department of Chemistry, University of Chicago, Chicago, Illinois 60637, United States.
Arylethylamines represent a privileged scaffold in pharmaceutical compounds and form the backbone of many medical drugs, including those used for treating neurological diseases and pain. Their biomedical significance has inspired new synthetic methods that rely on transition metal-catalyzed aminoarylation reaction to an alkene, often in conjunction with a photoredox catalyst or a photosensitizer, and guided by a directing or stabilizing group. Here, we introduce a simple and effective method for azidoarylation of unactivated alkenes under transition metal-free conditions.
View Article and Find Full Text PDFNeurotoxicology
December 2024
Université Catholique de Bukavu (UCB), Center for Tropical Diseases and Global Health (CTDGH), Bukavu, Democratic Republic Congo; University of Fribourg, Faculty of Science and Medicine, Department of Neuroscience and Movement Science, Fribourg, Switzerland.
Introduction: Chronic cassava-derived cyanide poisoning is associated with the appearance of konzo, a tropical spastic paraparesis due to selective upper motor neuron damage. Whether the disease is caused by a direct action of cyanide or its metabolites is still an open question. This preliminary study assessed the neurotoxic effects of thiocyanate (SCN) and cyanate (OCN), two cyanide metabolites hypothesized to be plausible toxic agents in konzo.
View Article and Find Full Text PDFOrg Lett
November 2024
Department of Chemistry, Clemson University, Clemson, South Carolina 29634, United States.
Carboxylic acids are valued synthetic building blocks that offer shelf life stability, structural diversity, and wide commercial availability. Despite the remarkable synthetic utility of carboxylic acids, a direct enantioselective deoxygenative functionalization of carboxylic acids remains rare. We present enantioselective deoxygenative amino-cyanation of carboxylic acids using a novel Ti-multicatalytic system that catalytically modified each C-O bond of carboxylic acid to C-C, C-N, and C-H bonds, generating enantio-enriched chiral α-amino nitriles (up to 98:2 er).
View Article and Find Full Text PDFActa Crystallogr E Crystallogr Commun
September 2024
University of Science Vietnam National University, Hanoi, 334 Nguyen Trai Thanh Xuan Hanoi 100000 Vietnam.
A new pyridine-fused seleno-diazo-lium salt, 3-(phenyl-selan-yl)[1,2,4]selena-diazolo[4,5-]pyridin-4-ylium chloride di-chloro-methane 0.352-solvate, CHNSe ·Cl·0.352CHCl, was obtained from the reaction between 2-pyridyl-selenenyl chloride and phenyl-seleno-cyanate.
View Article and Find Full Text PDFAngew Chem Int Ed Engl
December 2024
Department of Chemistry, Colorado State University, 1301 Center Ave, Fort Collins, CO 80523-1872.
Organoboron compounds are widely utilized in organic synthesis for their diverse reactivity, modular preparation, and stability compared to other classes of organometallic reagents. While organoboron species are commonly employed as nucleophiles in cross-coupling reactions, their potential as racemic building blocks in enantioconvergent transformations remains largely untapped. Herein, we demonstrate the direct utilization of alkylboronic pinacol esters in intermolecular enantioconvergent transformations.
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