TBN-promoted regioselective C−C bond cleavage: a new strategy for the synthesis of unsymmetrically substituted N-aryl oxalamides

IF 4.6 1区 化学 Q1 CHEMISTRY, ORGANIC Organic Chemistry Frontiers Pub Date : 2024-11-30 DOI:10.1039/d4qo01984a
Guiqin Liu, Zheyan Zhang, Wang Huifeng, Ruiling Chen, Haiying Tian, Xiuling Chen
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引用次数: 0

Abstract

Great efforts have been directed toward C-C bond activation and transformation. In contrast, regioselective C−C and C-O bond cleavage and amination is much rare. Here, we report a novel strategy via t-butyl nitrite (TBN) mediated regioselective C−C and C-O bond cleavage for the construction of new C-N bonds. The protocol provides an efficient approach for the synthesis unsymmetrically substituted N-aryl oxalamides using green H2O and TBN as the source of oxygen.The reaction features wide amines substrate scope and good functional tolerance for ester compounds.
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来源期刊
Organic Chemistry Frontiers
Organic Chemistry Frontiers CHEMISTRY, ORGANIC-
CiteScore
7.90
自引率
11.10%
发文量
686
审稿时长
1 months
期刊介绍: Organic Chemistry Frontiers is an esteemed journal that publishes high-quality research across the field of organic chemistry. It places a significant emphasis on studies that contribute substantially to the field by introducing new or significantly improved protocols and methodologies. The journal covers a wide array of topics which include, but are not limited to, organic synthesis, the development of synthetic methodologies, catalysis, natural products, functional organic materials, supramolecular and macromolecular chemistry, as well as physical and computational organic chemistry.
期刊最新文献
TBN-promoted regioselective C−C bond cleavage: a new strategy for the synthesis of unsymmetrically substituted N-aryl oxalamides Recent advances in catalytic asymmetric condensation reactions for the synthesis of nitrogen containing compounds Total synthesis of (-)-rhynchine A, (+)-rhynchine C and (+)-rhynchine E Remote C(sp3)–H Acylation of Amides under Photoredox Cooperative N-Heterocyclic Carbene/Palladium Catalysis Benzobischalcogeno[3,2-c]quinolines: Tuning Electronic and Structural Properties with Group 16 Elements
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