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

被引:5
作者
Tang, Yong-Xing [1 ]
Zhuang, Shi-Yi [1 ]
Liu, Jin-Yi [1 ]
Chen, Xiang-Long [1 ]
Zhou, You [1 ]
Wu, Yan-Dong [1 ]
Wu, An-Xin [1 ]
机构
[1] Cent China Normal Univ, Coll Chem, Key Lab Pesticide & Chem Biol, Minist Educ, Wuhan 430079, Peoples R China
基金
中国国家自然科学基金;
关键词
N1/C5; difunctionalization; N-O bond cleavage; Acid/copper cooperative catalysis; Multi-carbonyl compounds; Oxidative cross-coupling; DIELS-ALDER REACTION; C-H ANNULATION; CATALYZED DIRECT; BOND; FUNCTIONALIZATION; CONSTRUCTION; DERIVATIVES; AMINATION; SALTS;
D O I
10.1016/j.tet.2022.133057
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
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. (c) 2022 Elsevier Ltd. All rights reserved.
引用
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页数:10
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