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Primary sulfonamide as a coupling partner: Copper(I)-catalyzed regioselective cross-coupling of 2-nitro benzenesulfonamides with thiol through the cleavage of Ar–SO2NH2 bonds

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posted on 22.05.2018, 20:52 by Junmin Chen, Kuo Zhang, Yongli Zhao, Shouzhi Pu

In this article, we have presented a novel and efficient method for the direct synthesis of unsymmetrical sulfides through the copper(I)-catalyzed cross-coupling of 2-nitro benzenesulfonamides with thiols in the presence of catalytic amount of CuI in DMF as solvent at 100 °C. In addition, the products were obtained in high to excellent yields. More importantly, the novel system showed the primary 2-nitro benzenesulfonamides as a new coupling partner and regioselectively promoted C–S bond-forming transformations through the cleavage of Ar–SO2NH2 bonds.

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We are grateful for the financial support from the National Natural Science Foundation of China (Grant No. 21762022) and Foundation of Jiangxi Educational Committee (Grant No. GJJ160287).

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