if it is night, and you are already inside the escort screen, I would say go for it. Just don't be stupid and go at flank speed, which is the quickest way to get spotted. Go to all ahead 1/3rd, or about 9 or 10 knots. That will allow you to catch up reasonably quickly (before day), and get a few shots in.
I would use one torp per target, magnetic. What you want to do in this case is stop them or slow them down, so that you can finish them off later when the escorts have left. Sinking them outright is the ideal situation, but you aren't in a good position for that.
The other alternative is to back out, haul around at flank, and do a daytime submerged attack. That one I find less attractive, as you will have to deal with all of the escorts, not just 'Tail End Charlie'.
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The U-Boat Commander of Love
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