In a measuring cup, stir together 1/2 cup warm water, 2 1/4 teaspoons quick-rise yeast, and 1 tablespoon granulated sugar. Set aside and let the mixture proof until foamy, about 5–10 minutes.
In a large bowl, combine 2 cups of the pancake mix, 1/4 cup granulated sugar, and 1/4 cup melted butter. Stir to combine.
Pour the proofed yeast mixture into the bowl and stir until the mixture forms a shaggy dough and most lumps are incorporated.
Stir in the remaining 1/2 cup pancake mix until evenly combined.
Transfer the dough to a greased bowl, cover, and refrigerate 12 hours or overnight.
When ready to bake, turn the chilled dough out onto a well-floured board. Roll the dough into a square slightly larger than 12 × 12 inches. Trim the edges to make an even 12 × 12-inch square.
Spread 1/3 cup seedless raspberry jam evenly over the dough to the edges. Sprinkle the jam-covered dough with 3 tablespoons granulated sugar mixed with 2 teaspoons ground cinnamon.
Starting from one edge, roll the dough into a log about 12 inches long. Cut the log into six 2-inch pieces and place each piece into a parchment-lined jumbo muffin tin, cut side up.
Preheat the oven to 375°F. Let the prepared rolls sit at room temperature while the oven preheats.
Bake the rolls for 15–20 minutes, or until the edges start to brown slightly. Remove from the oven.
While the rolls cool for a few minutes, make the glaze: stir together 1 cup powdered sugar, 1/2 teaspoon vanilla, and a splash of milk until you reach your desired consistency.
Drizzle the glaze over the warm rolls and serve.