You can see from the questions there just isn't enough information you're giving here. Are you using low-loss coax? If not you should replace the whole thing with low loss coax, you get what you pay for but lmr400, it's okay. How long is the total run? How long would the extension be? Is this for receive only or are you transmitting?
You can use an adapter to hook up pl-259 to another pl259 of the same coax if you want as long as it's all low loss, preferably using the same coax.
As has been mentioned, when you extend a run with adapters you are making more chance for contamination with water , I like to use a product called coax- seal, not real popular anymore but I find it very effective but only if you wrap the connection first with electrical tape then apply the sealant and mold it. That way if you want to remove it you unwrap the electrical tape and it doesn't turn into a gooey mess.