tert-Butyl hydroperoxide-initiated radical cyclization of 2-alkynylthioanisoles or -selenoanisoles with sulfinic acids has been developed. This reaction is applicable to a wide substrate scope via one C(sp)-S(Se) bond cleavage and two C(sp)-S(Se) bond formation, leading to the synthesis of 3-(arylsulfonyl)benzothiophenes or -benzoselenophenes under mild conditions.
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