C(sp²)–H Functionalization of Imidazole at the C2- and C4-Position via Palladium-Catalyzed Isocyanide Insertion Leading to Indeno[1,2-d]imidazole and Imidazo[1,2-a]indole Derivatives

The Journal of Organic Chemistry, Год журнала: 2020, Номер 85(16), С. 11014 - 11024

Опубликована: Июль 20, 2020

An efficient strategy for the construction of fused imidazole derivatives through a palladium-catalyzed isocyanide insertion reaction has been accomplished. The methodology provides an operationally simple and versatile route synthesis indeno[1,2-d]imidazole imidazo[1,2-a]indole skeletons which are rarely reported. key features protocol sequential C-C/C-C/C-N bonds via C(sp2)-H functionalization at C2- C4-position, respectively. compounds can be synthesized with diverse scaffolds, easily accessible starting materials, moderate to good yields.

Язык: Английский

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A Facile Synthesis of Indole Derivatives by a Palladium‐Catalyzed Process Initiated from Ugi Adducts and their Antifungal Activities

ChemistrySelect, Год журнала: 2021, Номер 6(45), С. 12921 - 12925

Опубликована: Дек. 2, 2021

Abstract In this work, an efficient synthesis of indole derivatives through palladium‐catalyzed double isocyanide insertion reactions has been developed. The reaction intermediates could be readily obtained by Ugi reactions. transformation features broad functional‐group compatibility, commercially available starting materials, and moderate to good yields. Furthermore, the bioactivities synthesized compounds were evaluated in mycelial growth tests against Penicilium digitatum Colletotrichun gloeosporioides, showed potential antifungal activities.

Язык: Английский

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Ugi Four-Component Reaction Based on thein situCapture of Amines and Subsequent Modification Tandem Cyclization Reaction: "One-Pot" Synthesis of Six- and Seven-Membered Heterocycles

Chinese Journal of Organic Chemistry, Год журнала: 2021, Номер 41(6), С. 2374 - 2374

Опубликована: Янв. 1, 2021

The tandem reaction strategy of Ugi four-component and its subsequent modification based on in situ capture amines to prepare three types six-and seven-membered nitrogen-heterocycles are reported.According this strategy, were synthesized immediately worked as the substrate for reaction.Starting from cheap easily available nitro compounds, application scope substrates has been expanded problems easy oxidation, poor stability versatility have solved.Furthermore, due atom economy versatility, become a new approach synthesis nitrogen-hete-rocycles.In addition, series conditional control experiments, plausible mechanism is proposed.Keywords amines; /Wittig reaction; reaction/Staudinger/aza-Wittig one-pot synthesis; heterocycles 多组分反应(MCR)因其具有较高的原子经济性、较 广泛的底物普适性、较高的产物选择性和一锅法所具备 的操作简便性等优点, 在新药研发以及新荧光材料的设 计 等 方 面 都 有 广 泛 的 应 用 [1] .近 年 来 , 发 展 较 快 Mannich 反应、Passerini 反应、Petasis 反应和 反应 等多组分反应被用于构建天然产物和各种杂环化合

Язык: Английский

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Synthesis of diaryl sulfides based on copper-doped OMS-2

Journal of Chemical Research, Год журнала: 2020, Номер 45(3-4), С. 237 - 241

Опубликована: Ноя. 24, 2020

We describe a practical protocol for efficiently preparing diaryl sulfide compounds using Cu–OMS-2 as the catalyst. originates from manganese oxide octahedral molecular sieves modified with copper ions and catalyzes C–S coupling reaction of substituted thiophenols aryl halides. This has advantages environmental friendliness, simple operation, high yields, good tolerance functional groups, catalytic material can be recycled several times.

Язык: Английский

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Sulfur (S)‐Directed CH Functionalization

Handbook of CH‐Functionalization, Год журнала: 2022, Номер unknown, С. 1 - 32

Опубликована: Ноя. 29, 2022

Abstract The uses of sulfur (S) atoms as the directing groups for CH bond functionalization are summarized.

Язык: Английский

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