LiTMP-LiBr Complex-Induced Lateral Lithiation and Cross Ester Condensation: Direct Access to Isocoumarins from 2-methoxy o-Toluate Esters

IF 4.6 1区 化学 Q1 CHEMISTRY, ORGANIC Organic Chemistry Frontiers Pub Date : 2024-10-18 DOI:10.1039/d4qo01678e
Mintu Rehman, D. Sajib, Rasajna Madhusudhana, Rajendar Goreti
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Abstract

LiTMP-LiBr complex facilitates a novel cross-ester coupling of 2-methoxy o-toluate esters to directly yield isocoumarin without the formation of any carbonyl intermediate is demonstrated. Aggregation plays a pivotal role in driving proximity-induced lateral lithiation, and expediting acylation. Apart from many natural products precursors synthesis of (+)- and (-)-lunatinins is showed.
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LiTMP-LiBr 复合物诱导的侧向锂化和交叉酯缩合:从 2-甲氧基邻甲基苯甲酸酯直接获取异香豆素
实验证明,LiTMP-LiBr 复合物可促进 2-甲氧基邻甲基苯甲酸酯的新型交叉酯偶联,从而直接生成异香豆素,而无需形成任何羰基中间体。聚合在推动近端诱导的横向石化作用和加速酰化方面起着关键作用。除了许多天然产物前体之外,还展示了 (+)- 和 (-)-lunatinins 的合成过程。
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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.
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