使用双(苯并三唑-1-基)配体合成吡咯并[3,4-b]吡啶-5-酮和吡啶基异吲哚啉-1-酮的底物依赖性立体选择性合成。

IF 3.5 3区 化学 Q2 CHEMISTRY, MULTIDISCIPLINARY Chemistry - An Asian Journal Pub Date : 2024-11-18 DOI:10.1002/asia.202401301
Vinod K Tiwari, Mangal S Yadav, Manoj K Jaiswal, Sunil Kumar, Sumit K Singh, Somenath Garai
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引用次数: 0

摘要

所记载的工作重点是利用硅钼酸(SMA)合成双(苯并三唑-1-基)甲烷衍生物,并成功地实现了一锅立体选择性合成各种吡咯并[3,4-b]吡啶-5-酮和吡啶基异吲哚啉酮衍生物。吡啶酰胺前体与不同的炔类化合物通过外环 C=C 键实现了吡咯并[3,4-b]吡啶-5-酮的 Z 选择性,而各种苯甲酰胺在与 2-乙炔基吡啶处理后得到了 (E)- 吡啶基异吲哚啉-1-酮作为主要异构体。单晶 X 射线衍射为所开发化合物的存在和取向提供了有力证据。广泛的底物范围、底物的易获得性、高立体选择性、规模化合成以及晶体证据都证明了当前装饰方法的优点。
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Substrate-Dependent Stereoselective Synthesis of Pyrrolo[3,4-b]pyridin-5-ones and Pyridyl-isoindoline-1-ones using Bis(benzotriazol-1-yl) Ligand.

The documented work highlighted the synthesis of bis(benzotriazol-1-yl) methane derivatives using silicomolybdic acid (SMA) and successfully implemented in the stereoselective synthesis of diverse pyrrolo[3,4-b]pyridin-5-one and pyridyl isoindolinones derivatives in one-pot. The pyridinamide precursor with diverse alkynes furnished Z-selectivity of pyrrolo[3,4-b]pyridin-5-one across exocyclic C=C bond while the various benzamides on treating with 2-ethynyl pyridine afforded (E)-pyridylisoindoline-1-ones as a major isomer. The single-crystal X-ray diffraction provides strong evidence in favor of the existence and orientation of developed compounds. The broad substrate scope, easy accessibility of substrates, high stereoselectivity, scale-up synthesis, and crystal evidence demonstrate the merits of the current decorum.

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来源期刊
Chemistry - An Asian Journal
Chemistry - An Asian Journal 化学-化学综合
CiteScore
7.00
自引率
2.40%
发文量
535
审稿时长
1.3 months
期刊介绍: Chemistry—An Asian Journal is an international high-impact journal for chemistry in its broadest sense. The journal covers all aspects of chemistry from biochemistry through organic and inorganic chemistry to physical chemistry, including interdisciplinary topics. Chemistry—An Asian Journal publishes Full Papers, Communications, and Focus Reviews. A professional editorial team headed by Dr. Theresa Kueckmann and an Editorial Board (headed by Professor Susumu Kitagawa) ensure the highest quality of the peer-review process, the contents and the production of the journal. Chemistry—An Asian Journal is published on behalf of the Asian Chemical Editorial Society (ACES), an association of numerous Asian chemical societies, and supported by the Gesellschaft Deutscher Chemiker (GDCh, German Chemical Society), ChemPubSoc Europe, and the Federation of Asian Chemical Societies (FACS).
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