Board Thread:Versus Debates/@comment-31338621-20200309130706/@comment-26636534-20200311104323

Tobi can simply suck in explosive clones as he did with Konan's paper bombs. Although, I don't think Itachi would use taijutsu against Tobi, so the idea of crow substitution and explosive clones don't make sense.

The fight will most likely start with genjutsu, then would move to Itachi using fire style and shurikenjutsu. Tobi would avoid all attacks and Itachi would observe. If as OP says, Itachi knows about Kamui, then he knows his only chance to do damage is the moment Tobi materializes. Honestly, Itachi doesn't have an attack that is guaranteed outperform kamui to land a hit on Tobi. While Tobi would not only use Kamui to avoid all damage, but also use it to bypass all defenses, even Susanoo and YM.

On top of that, Kamui can extinguish Amaterasu and Obito still has fire style that can overpower Itachi's and wood release for sneak attacks. Itachi definitely will put up a tough fight, but Tobi wins in the end.