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The meeting will probably be when Naruto is off training or doing something. And they accidentally cross paths
I'm having a hunch that Tobi's going to get f**cked pretty soon, either by Kakashi and co, or if not, by Madara, for changing their plan half-way.
Tobi isn't going anywhere he is protecting the mazou with his life.
This is all to say that even with the war in its climatic stage, I doubt it'll wrap up so quickly that Sasuke can't talk to the 'man who knows everything' and decide what to do with that intel in the scroll Suigetsu gave him. Even if Madara and Tobi were defeated, if he sets vengeance as his goal, it's more prudent to attack the shinobi while they are still weak and injured from the war rather than give them time to recooperate.
Speaking of Madara, it would have been really handy for Itachi to bequeath the Sword of Tatsuka to Sasuke.
With that said, it would be stupid for Sasuke to get to the one who knows everything in a couple of hours and then make it back to the battlefield in the next few hours. Sasuke and Narutos meeting IMO is going to be completely random and no fighting should take place.
And the last bit about Totsuka, i beg that it dies off with Itachi and no one ever gets theyre hands on them. It would be extremely cheap for Sasuke to magically have Totsuka. Maybe it would work with the current theme of the manga - "recycling".