I think that useful "need to upgrade" detection would be tricky, but
I'm not sure {what general situation you'd like to detect, what error
you have in mind reporting, whether it's feasible}.

If you go as far as picking the installation scope and specifying a
catalog that will provide a newer "base",

  raco pkg install --deps search-auto -i \
                   --catalog http://pkgs.racket-lang.org/  \
                   pict3d

then the package manager will attempt to upgrade "base", but that
attempt will fail with

 raco pkg install: version mismatch for dependency
   for package: base
   mismatch packages:
    racket (have 6.1.1, need 6.2.0.3)

The "racket" package name is special --- it's reserved to refer to the
core --- and so this error message could feasibly become "you need to
upgrade". But that's a few steps away from your starting point.

At Fri, 01 May 2015 20:47:12 -0400, Neil Toronto wrote:
> I think this error message means the user needs to upgrade to 6.1.1:
> 
> 
> The following out-of-date packages are listed as dependencies of pict3d
> and they will be automatically updated:
> base (have 6.1, need 6.1.1)
> DrRacket install: package installed in a different scope
> package: base
> current scope: user
> installed in scope: installation
> 
> 
> The problem: I had to read this error message a couple of times to 
> figure out what was going on, and I'm not a casual user. Technically, 
> the user needs to upgrade "base" but it's an installation-scope package, 
> and he's requesting only user-scope updates. (Right?)
> 
> There's definitely a nicer way to explain this in the error message. My 
> mental model of the package system is incomplete, though, so I don't 
> know whether it's feasible to detect this situation. Is it? I also don't 
> know whether the package system would upgrade "base" to 6.1.1 if the 
> user had requested "pict3d" be installation-scope. Would it?
> 
> Neil ⊥
> 
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