Unfortunately, we can drag & drop from devonthink to finder.
So, we can drag & drop from devonthink to finder, then drag & drop from finder to devonthink.
But it’s really inconvenient.
I don’t think this is a issue with Outlook’s new UI.
It’s a bummer of a problem
But Yoink is for sure an adequate workaround. It is effortless to use.
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See @Bluefrog’s assessment above (he is from DEVONtechnologies and should know).
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How/why can Yoink work around it but Devontech cannot?
You’d have to ask Matthias 
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