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JEE Main levelSingle correct optionDifficulty 2 of 3o3185

Benzyne generated in the presence of furan gives, by a [4+2] cycloaddition, mainly

  1. Abenzofuran
  2. B1,4-dihydro-1,4-epoxynaphthalene
  3. C2-phenylfuran
  4. Dnaphthalen-1-ol

Answer: B

Furan acts as the diene (carbons 2 and 5) and the strained benzyne triple bond acts as a very reactive dienophile. The adduct is a bicyclic compound with an oxygen bridge between C-1 and C-4 of a 1,4-dihydronaphthalene, 1,4-dihydro-1,4-epoxynaphthalene.
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