How can you, or anyone here for that matter, say with 100% certainty that he didn't try? Simply because it's not plastered across the WWW doesn't mean it never occured. Others tried, and were ignored, stonewalled or otherwise succumbed to the ridicule from the Alinskites.
"One judge" wouldn't (ultimately) make a decision on the eligibility of any president. The 9 justices of the SCOTUS should, however, since it's their job to interpret the intent of the framers when questions arise under the Constitution.
In a Constitutional Republic, 69 million voters (of which the electors were acting on behalf) should not be able to vote in a president that doesn't meet the requirements set forth in the Constitution. And, if they manage to do so, such an ineligible person should not be able to escape Congressional and/or Judicial scrutiny on their eligibility....and be REMOVED if found to be ineligible.
What if 100 million voters, who grow up in an ever increasing anti-Constitution America...pushed by anti-Constitution media and hollywood...vote to make the 2nd Amendment null and void?
Should the courts, should Congress get involved? Obviously, yes. However, if they did, a vast majority of the voters would then be (so called) "disenfranchised."
Think it can't happen? I'm sure most people didn't think a marxist multinational from birth could become President and Commander in Chief.
Sometimes, defending the Constitution is difficult...and a "majority" viewpoint may get rejected in order to uphold the Constitution.