I have used a plugin to connect a loop of lines/edges before. However, I haven’t opened SketchUp for a while due to a broken PC, and upon reinstalling SketchUp, I forgot which plugin I had used. I had assigned a shortcut key to the plugin, so every time I used it, it would extend from the selected line, and not extending to different segments of the line, as shown in the picture.
Althou “Select Loop” from “QuadFace Tools” can select a loop, but limited only on certain edges and the one im looking for.
I try to overcomes this few times by doing it manualy but lately its getting frequent.
-Select> Bounding Edges
You must have quads to be able to select loops with quad face tools, from the image you shared it looks like you need just one line to have quads, on the overlays tray there’s a box that says Quad Analysis, green means quad, purple triangle and red ngon.