Here is the step-by-step guide to fix Android connection issues . （Take Samsung phone as an example, the other Android phones are similar to the Samsung phone）
For example, even though you have turned on USB Debugging, the software still prompts you to turn on USB Debugging, or the device does not show the pop-up window for enabling USB Debugging.
Step 1: Please restart the device and reconnect your Android phone to your computer. When connected successfully, unlock your phone - slide down the home screen to access the notifications of your phone. You will see a notification about the Android System (Android System: USB For file transfer). Please click it.
Step 2: In USB settings, please click other options except [Transferring files/Android Auto], like [Transferring images], and then click [Transferring files/Android Auto] again.
Now, you should successfully enable USB Debugging and can use Wondershare Dr.Fone to do what you want.