Judah had fought against Jerusalem, and taken it Yet some of the inhabitants retired into the castle, and held out there till David's time. Judah went against the Canaanites in Hebron Under the conduct of Caleb, as is recorded Joshua 15:14, &c., for that relation and this are doubtless one and the same expedition, and it is mentioned there by anticipation.
Related Commentaries of Judges 1:8
Judges 1:8-10
8 Now the children of Judah had fought against Jerusalem, and had taken it, and smitten it with the edge of the sword, and set the city on fire.
9 And afterward the children of Judah went down to fight against the Canaanites, that dwelt in the mountain, and in the south, and in the valley.b
10 And Judah went against the Canaanites that dwelt in Hebron: (now the name of Hebron before was Kirjatharba:) and they slew Sheshai, and Ahiman, and Talmai.