58422-85-8Relevant academic research and scientific papers
Microwave-induced synthesis of N-substituted 1-alkyl and 1-aryl 3-aminoisoquinolines
Méndez, Leticia J.,Villalba, María L.,Cánepa, Alicia S.,Bravo, Rodolfo D.
, p. 8 - 13 (2017/03/08)
Aminoisoquinolines are an important class of heterocyclic compounds. These compounds present a wide range of pharmacological properties including antimalaric, anticonvulsant and anti-inflammatory. Although several preparation routes may be found in the li
P2O5/SiO2: A simple and effective catalyst for the synthesis of nsubstituted 1-alkyl and 1-aryl 3-aminoisoquinolines
Mendez, Leticia J.,Canepa, Alicia S.,Rimada, Ruben,Bravo, Rodolfo D.
, p. 240 - 244 (2013/07/26)
A synthesis of N-substituted 1-alkyl and 1-aryl 3-aminoisoquinolines by cyclocondensation of 2-acylphenylacetonitriles with aliphatic and aromatic amines using P2O5/SiO2 as catalysts is described. Selectivity, simplicity o
A continuous flow solution to achieving efficient aerobic anti-Markovnikov Wacker oxidation
Bourne,Ley
supporting information, p. 1905 - 1910 (2013/08/23)
An aerobic anti-Markovnikov Wacker oxidation for the flow-synthesis of arylacetaldehydes is reported. In the process, flow chemistry techniques have provided a means to control and minimise the over-oxidation of sensitive products. The reaction showed general applicability to various functionalised styrenes and provided a process capable of a multi-gram scale. Copyright
Microwave-assisted one-step synthesis of acetophenones via palladium-catalyzed regioselective arylation of vinyloxytrimethylsilane
Qian, Wangke,Zhang, Lei,Sun, Haifeng,Jiang, Hualiang,Liu, Hong
supporting information, p. 3231 - 3236 (2013/01/15)
The regiochemistry of the palladium-mediated arylation (Heck arylation) of enol ethers is sensitive to the structure of the enol ether, the arylating agent and the catalytic system. In this study, an effective and practical method was successfully developed for the synthesis of acetophenones with high regioselectivity under palladium-catalyzed conditions. A variety of acetophenones was readily prepared from aryl iodides in good to excellent yields under microwave irradiation in a single step. The key feature of our new protocol is the use of vinyloxytrimethylsilane as a highly regioselective acylation reagent. Copyright
Photochemical preparation of highly functionalized 1-indanones
Wessig, Pablo,Glombitza, Clemens,Mueller, Gunnar,Teubner, Janek
, p. 7582 - 7591 (2007/10/03)
A series of o-alkylphenyl alkyl ketones 1 were synthesized by different methods. The presence of a leaving group X adjacent to the carbonyl group is the special peculiarity of these ketones. Upon irradiation the keto carbonyl group of these compounds undergoes an n-π* excitation followed by a 1,5-hydrogen migration from the o-alkyl substituent to the carbonyl oxygen atom. The thus formed 1,4-diradicals are subject to a very rapid elimination of acid HX, giving 1,5-diradicals. We called this process spin center shift. After intersystem crossing these diradicals cyclize to 1-indanones 20 in good yields. Depending on the solvent and on substituents, o-alkoxyalkyl ketones 22 or benzo-[c]furanes 21 are obtained as byproducts. The mechanism of the cyclization was elucidated by quantum chemical calculations and kinetic measurements.
