Problems using the outline in iTunes U for web
If you have trouble while using the outline in iTunes U for web, keep the following in mind:
iTunes U outlines can have a maximum of three levels of topics. Press Tab (or use the format controls) to increase, or Shift-Tab decrease, a topic indent in the outline.
Enter your topics in plain text format. iTunes U does not support formatting (for example, bold, italics, and so on) in the Info | Outline pane.
If you used another tool to create your outline, you should paste your entire outline into the Info | Outline pane in plain text to preserve the structure.
You cannot delete a topic with one or more posts associated with the topic. To delete the topic, either assign the post to a different topic or delete the post.
You can only add posts to top-level topics in your outline. Therefore, you cannot indent a topic that already has one or more associated posts.
If you press Return but do not enter any text in the entry field, iTunes U cannot save the Outline. You must either enter text in the entry field or delete the empty entry field topic.
You can only copy one topic at a time. If the topic you select contains subtopics, iTunes U includes all of the subtopics in the copy.
Press Tab (or use the format controls) to create a second-level (for example, 1.1 or 1.2) or third-level (for example, 1.1.1 or 2.1.1) topic.