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What files? Your idea only works if it's a static directory. If that is the case you can just use sync software and use no keys to do it. If it's a bunch of random files and directories then no that doesn't exist as the computer can't know what you want to copy without your input.

 

Also there is already a shortcut sort off in windows right click -> send to -> choose drive

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If the USB drive is always using the same drive letter, you can do this through a simple batch file. You can then create a macro to bind the batch file to a key. 

 

robocopy E:\ D:\HDD\Location_For_Files /e

Just replace E:\ with the letter for the USB drive and the D:\ path for where ever you want the files to be copied to. Save it as .bat and bind it to a key or just pin it to start of something and run it.

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