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7-Isoquinolinecarbonitrile is an important organic compound that finds wide application in the chemical industry.
It is used as a precursor to various other synthetic compounds, and has a wide range of applications in medicine, agriculture, and other fields.
Synthetic routes to 7-isoquinolinecarbonitrile can be broadly classified into two categories - traditional routes and modern routes.
Traditional routes to 7-isoquinolinecarbonitrile involved the use of harsh chemicals and reaction conditions, and often requiredlengthy reaction times and multiple steps.
These routes were often expensive, time-consuming and had a high risk of dangerous side-reactions.
One of the traditional routes to 7-isoquinolinecarbonitrile involved the reaction of an isonicotinic acid with formaldehyde, followed by hydrolysis of the resulting isonitrile to yield 7-isoquinolinecarbonitrile.
This route required the use of strong acids and bases, and had a high risk of explosive reactions.
Another traditional route involved the reduction of 7-nitroisoquinoline to yield 7-isoquinolinecarbonitrile.
This route required the use of aggressive reducing agents such as lithium aluminum hydride (LiAlH4) and had a high risk of over-reduction, leading to the formation of unwanted side-products.
Modern routes to 7-isoquinolinecarbonitrile, on the other hand, utilize milder reaction conditions and more efficient synthesis methods.
One of the most popular modern routes to 7-isoquinolinecarbonitrile involves the use of a palladium-catalyzed coupling reaction between an aryl halide and an alkyl halide in the presence of a sterically and electronically compatible ligand.
This reaction provides access to a wide range of substituted 7-isoquinolinecarbonitriles in high yield and with good selectivity.
This route is less hazardous and more efficient than traditional routes, and requires less reaction times and number of steps.
Another modern route to 7-isoquinolinecarbonitrile involves the use of a copper-catalyzed azide-alkyne cycloaddition reaction between an isocyanate and an alkyne in the presence of a catalytic amount of copper(I) iodide.
This reaction provides access to 7-isoquinolinecarbonitriles in high yield and with good selectivity.
This route is also less hazardous and more efficient than traditional routes, and requires less reaction times and number of steps.
In conclusion, 7-isoquinolinecarbonitrile is an important organic compound with wide applications in the chemical industry.
Traditional routes to 7-isoquinolinecarbonitrile involved the use of harsh chemicals and reaction conditions, and often required lengthy reaction times and multiple steps.
Modern routes, on the other hand, utilize milder reaction conditions and more efficient synthesis methods, and provide a safer and more efficient way to synthesize 7-isoquinolinecarbonitrile.
The palladium-catalyzed coupling reaction and the copper-catalyzed azide-alkyne cycloaddition reaction are two of the most popular modern routes to 7-isoquinolinecarbonitrile.
These routes provide a reliable, cost-effective and efficient way to synthesize 7-isoquinolinecarbonitrile, and are widely used in the chemical industry.