Issue #16462 has been updated by mame (Yusuke Endoh).


Unfortunately, I cannot reproduce the issue.  To isolate the problem, could you uninstall "looksee" gem and check if the issue is still reproducible with other gems that use autoload?

```
$ gem install looksee
Building native extensions. This could take a while...
Successfully installed looksee-4.2.0
Parsing documentation for looksee-4.2.0
Done installing documentation for looksee after 0 seconds
1 gem installed

$ tree ~/local/lib/ruby/gems/2.7.0/gems/looksee-4.2.0/lib/
/home/mame/local/lib/ruby/gems/2.7.0/gems/looksee-4.2.0/lib/
изибиб looksee
ив изибиб adapter
ив ив изибиб base.rb
ив ив ижибиб rubinius.rb
ив изибиб adapter.rb
ив изибиб clean.rb
ив изибиб columnizer.rb
ив изибиб core_ext.rb
ив изибиб editor.rb
ив изибиб help.rb
ив изибиб inspector.rb
ив изибиб lookup_path.rb
ив изибиб mri.so
ив ижибиб version.rb
ижибиб looksee.rb

2 directories, 13 files

$ RUBYLIB=~/local/lib/ruby/gems/2.7.0/gems/looksee-4.2.0/lib/ irb -f
irb(main):001:0> puts $LOAD_PATH
/home/mame/local/lib/ruby/gems/2.7.0/gems/looksee-4.2.0/lib/
/home/mame/local/lib/ruby/site_ruby/2.7.0
/home/mame/local/lib/ruby/site_ruby/2.7.0/x86_64-linux
/home/mame/local/lib/ruby/site_ruby
/home/mame/local/lib/ruby/vendor_ruby/2.7.0
/home/mame/local/lib/ruby/vendor_ruby/2.7.0/x86_64-linux
/home/mame/local/lib/ruby/vendor_ruby
/home/mame/local/lib/ruby/2.7.0
/home/mame/local/lib/ruby/2.7.0/x86_64-linux
=> nil
irb(main):002:0> require "looksee"
=> true
irb(main):003:0> Looksee::Adapter
=> Looksee::Adapter
irb(main):004:0> 
```

----------------------------------------
Bug #16462: Ruby 2.7 autoload not working with $RUBYLIB (maybe circular dependency error)
https://bugs.ruby-lang.org/issues/16462#change-83473

* Author: zw963 (Wei Zheng)
* Status: Open
* Priority: Normal
* Assignee: 
* Target version: 
* ruby -v: 
* Backport: 2.5: UNKNOWN, 2.6: UNKNOWN
----------------------------------------
I don't know how to exactly describe this issue, following is try to reproduce.

We can use a gem named "looksee", it was supported ruby 2.7 ready.
same issue happen on several gem,  looksee is just for a sample for describe this issue.


1) i change $RUBYLIB ENV  locally for use some gem easy. (globally used by all my own local project)

```sh
 иб 17:41  zw963  ~   ruby-2.7.0
 иб $ echo $RUBYLIB
/home/zw963/Dropbox/common/ruby/lib
```

2) Following is my directory content for my ~/Dropbox/common/ruby/lib, code is working.

```sh
 иб $ tree
looksee.rb
looksee
изибиб adapter
ив изибиб base.rb
ив ижибиб rubinius.rb
изибиб adapter.rb
изибиб clean.rb
изибиб columnizer.rb
изибиб core_ext.rb
изибиб editor.rb
изибиб help.rb
изибиб inspector.rb
изибиб JRuby.jar
изибиб lookup_path.rb
изибиб mri.2.1.0.so
изибиб mri.2.2.0.so
изибиб mri.2.3.0.so
изибиб mri.2.4.0.so
изибиб mri.2.5.0.so
изибиб mri.2.6.0.so
изибиб mri.2.7.0.so
ижибиб version.rb
```

3) let us run Irb, puts $LOAD_PATH, and require 'looksee'

```sh
 иб 17:52  zw963  ~/Dropbox/common/ruby/lib   (f99118fef) test *$%   ruby-2.7.0
 иб $ RUBYOPT= irb -f
irb(main):001:0> puts $LOAD_PATH
/home/zw963/Dropbox/common/ruby/lib
/home/zw963/.rvm/rubies/ruby-2.7.0/lib/ruby/site_ruby/2.7.0
/home/zw963/.rvm/rubies/ruby-2.7.0/lib/ruby/site_ruby/2.7.0/x86_64-linux
/home/zw963/.rvm/rubies/ruby-2.7.0/lib/ruby/site_ruby
/home/zw963/.rvm/rubies/ruby-2.7.0/lib/ruby/vendor_ruby/2.7.0
/home/zw963/.rvm/rubies/ruby-2.7.0/lib/ruby/vendor_ruby/2.7.0/x86_64-linux
/home/zw963/.rvm/rubies/ruby-2.7.0/lib/ruby/vendor_ruby
/home/zw963/.rvm/rubies/ruby-2.7.0/lib/ruby/2.7.0
/home/zw963/.rvm/rubies/ruby-2.7.0/lib/ruby/2.7.0/x86_64-linux
=> nil
irb(main):002:0> require 'looksee'
Traceback (most recent call last):
       15: from /home/zw963/.rvm/rubies/ruby-2.7.0/bin/irb:23:in `<main>'
       14: from /home/zw963/.rvm/rubies/ruby-2.7.0/bin/irb:23:in `load'
       13: from /home/zw963/others/.rvm/rubies/ruby-2.7.0/lib/ruby/gems/2.7.0/gems/irb-1.2.1/exe/irb:11:in `<top (required)>'
       12: from (irb):2
       11: from /home/zw963/others/.rvm/rubies/ruby-2.7.0/lib/ruby/2.7.0/rubygems/core_ext/kernel_require.rb:72:in `require'
       10: from /home/zw963/others/.rvm/rubies/ruby-2.7.0/lib/ruby/2.7.0/rubygems/core_ext/kernel_require.rb:72:in `require'
        9: from /home/zw963/Dropbox/common/ruby/lib/looksee.rb:1:in `<top (required)>'
        8: from /home/zw963/others/.rvm/rubies/ruby-2.7.0/lib/ruby/2.7.0/rubygems/core_ext/kernel_require.rb:72:in `require'
        7: from /home/zw963/others/.rvm/rubies/ruby-2.7.0/lib/ruby/2.7.0/rubygems/core_ext/kernel_require.rb:72:in `require'
        6: from /home/zw963/Dropbox/common/ruby/lib/looksee/clean.rb:4:in `<top (required)>'
        5: from /home/zw963/Dropbox/common/ruby/lib/looksee/clean.rb:171:in `<module:Looksee>'
        4: from /home/zw963/others/.rvm/rubies/ruby-2.7.0/lib/ruby/2.7.0/rubygems/core_ext/kernel_require.rb:72:in `require'
        3: from /home/zw963/others/.rvm/rubies/ruby-2.7.0/lib/ruby/2.7.0/rubygems/core_ext/kernel_require.rb:72:in `require'
        2: from /home/zw963/Dropbox/common/ruby/lib/looksee/adapter.rb:1:in `<top (required)>'
        1: from /home/zw963/Dropbox/common/ruby/lib/looksee/adapter.rb:2:in `<module:Looksee>'
NameError (uninitialized constant Looksee::Adapter)
irb(main):003:0>
irb(main):002:0>
```

4) the reason cause this is, i guess, following code is not working, some **circular dependency** was happen.

```rb
module Looksee
  ...
  autoload :Adapter, 'looksee/adapter'
  ...
end
```

Please check the source code here:
https://github.com/oggy/looksee/blob/master/lib/looksee/clean.rb#L12


5) if ``require "looksee/adapter"`` directly, it working.

```rb
 иб $ RUBYOPT= irb -f
irb(main):001:0> require 'looksee/adapter'
=> true
```

But, if ``require "looksee"`` first, then ``require "looksee/adapter"``, still broken.

```sh
 иб $ RUBYOPT= irb -f
irb(main):001:0> require 'looksee'
Traceback (most recent call last):
       15: from /home/zw963/.rvm/rubies/ruby-2.7.0/bin/irb:23:in `<main>'
       14: from /home/zw963/.rvm/rubies/ruby-2.7.0/bin/irb:23:in `load'
       13: from /home/zw963/others/.rvm/rubies/ruby-2.7.0/lib/ruby/gems/2.7.0/gems/irb-1.2.1/exe/irb:11:in `<top (required)>'
       12: from (irb):1
       11: from /home/zw963/others/.rvm/rubies/ruby-2.7.0/lib/ruby/2.7.0/rubygems/core_ext/kernel_require.rb:72:in `require'
       10: from /home/zw963/others/.rvm/rubies/ruby-2.7.0/lib/ruby/2.7.0/rubygems/core_ext/kernel_require.rb:72:in `require'
        9: from /home/zw963/Dropbox/common/ruby/lib/looksee.rb:1:in `<top (required)>'
        8: from /home/zw963/others/.rvm/rubies/ruby-2.7.0/lib/ruby/2.7.0/rubygems/core_ext/kernel_require.rb:72:in `require'
        7: from /home/zw963/others/.rvm/rubies/ruby-2.7.0/lib/ruby/2.7.0/rubygems/core_ext/kernel_require.rb:72:in `require'
        6: from /home/zw963/Dropbox/common/ruby/lib/looksee/clean.rb:4:in `<top (required)>'
        5: from /home/zw963/Dropbox/common/ruby/lib/looksee/clean.rb:171:in `<module:Looksee>'
        4: from /home/zw963/others/.rvm/rubies/ruby-2.7.0/lib/ruby/2.7.0/rubygems/core_ext/kernel_require.rb:72:in `require'
        3: from /home/zw963/others/.rvm/rubies/ruby-2.7.0/lib/ruby/2.7.0/rubygems/core_ext/kernel_require.rb:72:in `require'
        2: from /home/zw963/Dropbox/common/ruby/lib/looksee/adapter.rb:1:in `<top (required)>'
        1: from /home/zw963/Dropbox/common/ruby/lib/looksee/adapter.rb:2:in `<module:Looksee>'
NameError (uninitialized constant Looksee::Adapter)
irb(main):002:0> require 'looksee/adapter'
Traceback (most recent call last):
        9: from /home/zw963/.rvm/rubies/ruby-2.7.0/bin/irb:23:in `<main>'
        8: from /home/zw963/.rvm/rubies/ruby-2.7.0/bin/irb:23:in `load'
        7: from /home/zw963/others/.rvm/rubies/ruby-2.7.0/lib/ruby/gems/2.7.0/gems/irb-1.2.1/exe/irb:11:in `<top (required)>'
        6: from (irb):1
        5: from (irb):2:in `rescue in irb_binding'
        4: from /home/zw963/others/.rvm/rubies/ruby-2.7.0/lib/ruby/2.7.0/rubygems/core_ext/kernel_require.rb:72:in `require'
        3: from /home/zw963/others/.rvm/rubies/ruby-2.7.0/lib/ruby/2.7.0/rubygems/core_ext/kernel_require.rb:72:in `require'
        2: from /home/zw963/Dropbox/common/ruby/lib/looksee/adapter.rb:1:in `<top (required)>'
        1: from /home/zw963/Dropbox/common/ruby/lib/looksee/adapter.rb:2:in `<module:Looksee>'
NameError (uninitialized constant Looksee::Adapter)
irb(main):003:0>
```

 BTW: this issue never happen on ruby which version below 2.7.0


---Files--------------------------------
DeepinScreenshot_select-area_20191228175746.png (80.3 KB)


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