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

ABSTRACT

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.

GRAPHICAL ABSTRACT

KEYWORDS:

• Copper(I)-catalyzed
• cross-coupling
• regioselective
• sulfonamide
• thiol

Additional information

Funding

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).