Voldemort didn't expect Draco to succeed, so perhaps he had just assigned Draco to the task and let him do whatever he wanted
So most probably he didn't know about the cursed necklace nor the poison Draco sent to Professor Slughorn
However, at the end of the Half Blood Prince, Draco did manage to get top level Death Eaters such as Carrows and Bellatrix Lestrange, who seem to be very close to Voldemort, unseen into Hogwarts
Wouldn't Voldemort at least have been interested in knowing how Draco managed to do it?
If Voldemort knew about how Draco got Death Eathers into the school, it would have shown him immediately that the Room of Requirement can be and has been found by other people, and it wasn't just he who had found out about it
Would Voldemort really just ignore Draco's most significant attempt?
Answer
If Voldemort knew about how Draco got Death Eathers into the school, it would have shown him immediately that the Room of Requirement can be and has been found by other people, and it wasn't just he who had found out about it
First of all, to the best of my knowledge, there's no canon mention of Voldemort knowing about details of the plan, so the rest is purely speculation.
Having said that, Voldemort was a high level manager. Quite possibly, he would not have bothered with minor detail like "which room was the Vanishing Cabinet in", even if he - quite possibly - knew about the high level details of the plan like using the Cabinet.
Also, the Room of Requirement was different for everyone. A "store all your junk" storeroom that Voldemort likely saw may not have immediately associated with "room that had waterclosets" that Dumbledore found, with "Room to have the meetings in" that DA used. So Draco may very well have seen - and described - merely "A room where Vanishing Cabinet is stored" without realizing what that room was or mentioning any other things that would let someone else associate it with Room of Requirement.
Harry (and from him, DA) knew about the detailed properties of the room only because Dobby told him.
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