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Pineapple Upside-Down Doughnuts

Prep Time
1h 25 min
Yields
18 pieces

A cute twist on a classic, these doughnuts are an easy treat to make and share. Their rich buttery caramelized pineapple tops sit nicely on light, single-serving cakes.

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ingredients

1
can (20-oz) pineapple slices, 1 tsp juice reserved and the rest drained
1 ½
stick (12 Tbsp) unsalted butter
1
cup dark brown sugar
1 ¾
cups all-purpose flour (see Cook's Note)
1
cup granulated sugar
1
tsp baking powder
¾
tsp kosher salt
½
tsp baking soda
½
cup buttermilk
¼
cup vegetable oil
½
tsp vanilla extract
1
large egg
18
maraschino cherries, stems removed
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directions

Notes

Special equipment: a nonstick metal doughnut pan and large piping bag. Cook’s Note: When measuring flour, we spoon it into a dry measuring cup and level off excess. (Scooping directly from the bag compacts the flour, resulting in dry baked goods.)

Step 1

Preheat the oven to 375ºF.

Step 2

Carefully slice the pineapple rings in half horizontally to make them into thin rings. Set aside.

Step 3

Melt the butter in a small saucepan, then turn off the heat and whisk in the brown sugar until completely blended. Spoon a tablespoon of the sugar mixture into each well of a nonstick metal doughnut pan, then add a pineapple slice to each, pressing down firmly.

Step 4

Whisk together the flour, granulated sugar, baking powder, salt and baking soda in a medium bowl. Whisk together the buttermilk, oil, vanilla, egg, reserved pineapple juice and 1/4 cup water in a separate medium bowl. Stir the wet ingredients into the dry until fully blended. Pour into a large piping bag or gallon resealable plastic bag, snip the corner to make a 3/4-inch opening and pipe some batter into the doughnut pan, filling each well just shy of the top.

Step 5

Put the doughnut pan on a rimmed baking sheet and bake until a toothpick inserted in the doughnuts comes out clean, about 10 minutes. Cool the doughnuts in the pan 5 minutes, then loosen from the pan with an offset spatula and invert onto a cooling rack. Top each doughnut with a cherry and repeat with the remaining batter two more times.

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