Yun Zhang, Yao Du, Yan-Biao Chen, Jia-Huan Nie, Yue Xiong, Bao-Dong Cui, Xue-Qing Mou, Ming-Qiang Zhou and Yong-Zheng Chen
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引用次数: 0
摘要
茚虫威是一种新型的广谱噻嗪类杀虫剂，活性成分仅为(S)-茚虫威。(S)-5-氯-2-羟基-1-氧-2,3-二氢- 1h -茚-2-羧酸酯是合成(S)-茚虫威的关键中间体。然而，目前生产中间体的工艺不方便，而且难以扩大规模。在此，我们报告了一种高效、高立体选择性和工业上可行的中间体制备方案，其特点是使用叔丁基过氧化氢（thbhp, 70% in H2O）作为氧化剂，过滤净化和温和的条件。
Efficient and convenient synthesis of methyl (S)-5-chloro-2-hydroxy-1-oxo-2,3-dihydro-1H-indene-2-carboxylate: a key intermediate for (S)-indoxacarb using aqueous TBHP as oxidant†
Indoxacarb is a novel broad-spectrum oxadiazine insecticide, and only (S)-indoxacarb is the active ingredient. (S)-5-Chloro-2-hydroxy-1-oxo-2,3-dihydro-1H-indene-2-carboxylate is the key intermediate for synthesising (S)-indoxacarb. However, the current process for producing the intermediate is inconvenient and difficult to scale up. Herein, we report an improved protocol for the efficient, highly stereoselective and industrially feasible preparation of the intermediate, which features the use of tert-butyl hydroperoxide (TBHP, 70% in H2O) as oxidant, purification by filtration and mild conditions.
期刊介绍：
Reaction Chemistry & Engineering is a new journal reporting cutting edge research into all aspects of making molecules for the benefit of fundamental research, applied processes and wider society.
From fundamental, molecular-level chemistry to large scale chemical production, Reaction Chemistry & Engineering brings together communities of chemists and chemical engineers working to ensure the crucial role of reaction chemistry in today’s world.
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