Adjust oven rack to middle position and preheat oven to 350 degrees.
Toss shallots with 1 teaspoon oil and set to the side. In another bowl, gently toss sliced tomatoes with remaining oil, ½ teaspoon salt, pepper flakes, black pepper, sugar, vinegar, and garlic. Adjust any of these seasonings to taste.
Spread tomato mixture in even layer on a baking sheet. Scatter shallot-oil mixture on top of the tomatoes. Put them into the oven and roast for 25-40 minutes - until they are shriveled and starting to brown. DO NOT STIR while they are in the oven.
Remove sheet pan from oven and cool for 5 to 10 minutes.
While the tomatoes are roasting, bring 4 quarts water to boil in large stockpot with 1 Tablespoon of salt. Cook pasta until al dente.
Drain pasta and return to pot. Use a rubber spatula to scrape tomato the tomatoes into the pot with the pasta. Add fresh chopped basil and toss to combine. Enjoy!!
