Superman vs Naruto/Sasuke/Pain
Let's use in character here. Please don't mention anything unless you have on panel proof backing it up. Example would be, don't say Sasuke throws a blade down Superman throat as soon as the bell ring while conjuring Nanites inside of Superman skull unless you have a combat showing proving he is capable of doing such things (COMBAT SHOWING).
Who wins?
To be honest, it matters solely on which versions you're using of each character. EoS Naruto and Sasuke could both CERTAINLY compete with/overwhelm most mainstream versions of Superman.
Naruto tanked a planet busting truth seeker ball from someone MORE POWERFUL THAN KAGUYA. That's NUTS. Not to mention he did this with only his power, no one else's.
Then fast-forward to Naruto and Sasuke pwning that same dude who literally doubled in power, WITH SASUKE IN BASE FORM, while both used taijutsu ONLY.
Honestly, in terms of taijutsu, that puts EoS Naruto and Sasuke both above 8th gate Gai when he fought Jyuubidara.
They can both toss around continent/planet busting attacks with ease, as well as tank them, and then spam countless hax like Amaterasu, Tsukiyomi, Hiraishin, Energy absorption, Perfect Susano'o cloaked biju mode, etc, etc, etc.
Pain is the outlier here, lol. He's worthless at that level.
For sure though, I could see Naruto and Sasuke at the EoS pulling a win on Superman, and possibly even being able to kill him in a fight. They got ridiculously powerful- even compared to their Kaguya fighting counterparts, infused with the Rikudo Sennin chakra's.