The javac command switch to add all debugging symbols is ... -g. Line numbers and source file names are actually added by default, you only gain information on local variables (see this question).
You can not connect a debugger to a running JVM, unless it was started with the appropriate command line option (see this question).
Tomcat has a helper script bin/catalina.sh that can help you start it with the correct parameters:
catalina.sh jpda start starts Tomcat in the background with debugging enabled. You can connect to it with:
jdb -attach localhost:8000
catalina.sh jpda run works as in the previous case, but in the foreground,
catalina.sh debug starts Tomcat through jdb. You just need to use run to start it.
Once you are connected you can use:
stop in <class id>.<method>
to add break points.
Remark: Both javac and jdb are not often used these days. Most people use tools like Ant, Maven, Gradle, etc. to compile their projects and IDEs to debug the code.