If you want a cutout placed in AD, there are a few ways to so this;
1. - Draw a solid region using --> "Place" --> "Solid Region" (PR). Once you have drawn it double click it to bring up the properties and set it to board cutout.
2. - Draw your cut out with lines (possibly on your board cutout layer) and then select these and use "Tools" --> "Convert" --> "Create Board Cutout" (TVB) you will now have a board cut out drawn by the center of your lines.
3. I'm sure there are other ways also...
This will allow you to export the board cuts outs with your gerbers.
Hope this helps,
Chris.