You do know Itachi was also pushing Sasuke to his limits to force out Sasuke and see what Sasuke could do right? Why would he hold back when he wants to push Sasuke? He didn't hold back on Amaterasu, he hit Sasuke with it and Sasuke used Oral rebirth to escape it. Read what Obito said, freedom from the CM and the death with someone close
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and
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.
Genjutsu works by the caster's chakra manipulates the victim's chakra, thus affecting their senses. A Jinchuuriki's chakra and mind are connected to their Bijuu (for the chakra it depends on the seal like Naruto's natural mix Kurama's chakra with his own). Also Bijuus can pull their Jinchuuriki to them or the Jin can go to them whenever they want and we see Naruto went to different planes as he did when he went from fighting Kurama to talking to his mom to fighting Kurama and back to his mom which took place in two different planes. So did Obito not do anything when Naruto grabbed the Bijuu's chakra receivers here
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totalking to the Bijuus
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so Obito was just chilling on the Gedo's head for the 5 or so minutes that Naruto was in the Bijuu's minds?
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Naruto and Bee can even hear the telepathic convo between Kurama and the 8 tails
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. Do you think they could do that if they weren't connected? What's stopping Naruto or Bee from talking to the Bijuus from within Tsukuyomi? How could they if the time differences effected them differently? The Bijuus are clearly in whatever time the Jin is in since they are connected.
How can they get out without their Bijuu's help? Same way Sasuke did, Sasuke's CM disrupted his chakra flow because it's a stronger chakra flow than his own and one of the ways to break a genjutsu is to disrupt your chakra flow
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. Naruto can access his KM chakra whenever he wants
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, this chakra would disrupt his chakra flow with an even greater one like Sasuke's CM did. Bee can do the same because he was the one who told Naruto that the chakra he takes from his Bijuu would be his forever
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.