Yes, but Sauron might not have been aware of the existance of surviving Dragons. At the time of Smaug and Bilbo, has was in the middle of a battle with Gandalf at Dol Guldur (correct my spelling), and didn't have the Ring, making him unable to give orders, period. And the Istari can be killed, but Gandalf was sent back to ME, and Saruman was banished.
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Bill Gates is Evil!!!
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