You mention "pirate transmitters" that won't "run afoul of the FCC." That sounds to me like you want to transmit your own audio on the same frequency as an existing transmitter without causing interference.
That will not work. If your transmitter is on exactly the same frequency as an existing radio station, then you will cause interference - you will "run afoul of the FCC." Your transmitter will block reception of the licensed transmitter - that's interference, and will get you in trouble.
If there were no interference at the radio frequency level, then it still wouldn't help your pirate radio station. If you receive two signals at the same time with the same transmitter frequency on an AM radio, the audio will be mixed. Listeners would hear your pirate music and the licensed broadcast at the same time - they are normally only separable by the different frequencies of the carrier.
Your undetectable pirate radio transmitter can't work, no matter how well you synchronize it to an existing station.
The other answers seem to be concentrating on the legitmate uses of multiple transmitters on a single frequency rather than your concept of an "uncatchable pirate transmitter."
Legitimate uses include licensed operators using licensed, synchronized transmitters to cover a larger (licensed) area using lower power transmitters. In all such cases, all the transmitters are transmitting the same content on a single frequency.
I know of one system that a police organisation used to extend coverage over a major highway network. There were many transmitters spaced long the major roads to make sure they had complete coverage.
All of the transmitters sent the same content. The transmitters all used the same radio channel, and hence (almost) exactly the same frequency. That "almost" is important.
If the transmitters had been on exactly the same frequency, there would have been dead spots where the signal from one transmitter exactly canceled out the signal from a neighboring transmitter. That kind of cancellation is no surprise - it works just like this demonstration of cancellation using speakers and sound.
The solution was to have all the transmitters tuned to within a few hertz of one another while making sure that no two transmitters used exactly the same frequency. The signals could cancel each other out but there were no standing dead zones. The received signal strength would wobble a bit due to the signals from the transmitters having constructive and destructive interference, but that didn't bother things.