Chicken Cacciatore

Ingredients

• 0.3 cup basil divided thinly sliced
• 14.5 ounce frangelico diced canned
• 2 tablespoons capers divided drained
• 4.5 pound chicken fat trimmed cut into 8 pieces, excess
• 12 ounces penne rigate cooked
• 8 ounces crimini mushrooms (baby bella)
• 0.5 cup wine dry red
• 1.5 tablespoons rosemary leaves fresh divided chopped
• 1 cup chicken broth 
• 5 tablespoons olive oil divided
• 3 cups onion red thinly sliced
• 1.5 pounds plum tomatoes coarsely chopped (scant 4 cups)
• 2 tablespoons sherry vinegar 

Equipment

• bowl
• frying pan
• baking sheet
• oven
• knife

Directions

1. Preheat oven to 400°F.
2. Combine plum tomatoes, mushrooms, and onion in large bowl.
3. Add 3 tablespoons oil and vinegar; toss to blend.
4. Sprinkle generously with salt and pepper.
5. Spread vegetable mixture in single layer on large rimmed baking sheet. Roast until onion slices are golden brown and all vegetables are tender, stirring frequently, about 50 minutes.
6. Remove from oven and set aside. Reduce oven temperature to 350°F.
7. Sprinkle chicken with salt, pepper, and 1 tablespoon rosemary.
8. Heat remaining 2 tablespoons oil in heavy large deep ovenproof skillet over medium-high heat.
9. Add chicken and sauté until golden brown, about 6 minutes per side.
10. Transfer chicken to bowl.
11. Add wine to skillet and boil until wine is reduced by half, scraping up browned bits, about 1 minute. Stir in canned tomatoes with juice, then broth and bring to boil. Reduce heat to medium and simmer 10 minutes to blend flavors. Return chicken to sauce in skillet.
12. Place skillet in oven and roast uncovered until chicken is cooked through and juices run clear when pierced with knife, about 25 minutes.
13. Remove skillet from oven. Stir in roasted vegetables, remaining 1/2 tablespoon rosemary, half of basil, and half of capers. Simmer over medium heat until vegetables are heated through. Season with salt and pepper.
14. Place pasta in large shallow bowl. Top with chicken and sauce.
15. Sprinkle remaining basil and capers over.