I2-DMSO mediated N1/C5 difunctionalization of anthranils with aryl methyl ketones: A facile access to multicarbonyl compounds

作者：Tang, Yong-Xing; Zhuang, Shi-Yi; Liu, Jin-Yi; Chen, Xiang-Long; Zhou, You; Wu, Yan-Dong; Wu, An-Xin^*

来源：Tetrahedron, 2022, 126: 133057.

DOI：10.1016/j.tet.2022.133057

• N1/C5 difunctionalization
• N-O bond cleavage
• Acid/copper cooperative catalysis
• Multi-carbonyl compounds
• Oxidative cross-coupling

An I-2-DMSO promoted remote difunctionalization reaction of anthranils is reported. This cross-coupling process realizes simultaneous N1-and C5-dicarbonylation of anthranils with a highly atom-and step-economy. The mechanism involves the copper-catalyzed N-O bond cleavage of anthranils and the construction of a new C-C and a C-N bond respectively. The transformation proceeds smoothly in gram-scale, and the product of the reaction could be transformed into other valuable heterocyclic structures.