Condition‐Controlled Selective Synthesis of CF3‐Chromene and CF3‐Benzofuran from N‐Phenoxyacetamide and CF3‐Ynone DOI Open Access

Huihang Hou,

Shengnan Yan,

Yuanshuang Xu

и другие.

Chinese Journal of Chemistry, Год журнала: 2025, Номер unknown

Опубликована: Март 27, 2025

Comprehensive Summary Presented herein is a condition‐controlled selective synthesis of CF 3 ‐chromene and ‐benzofuran based on the reaction N ‐phenoxyacetamide ‐ynone. When carried out in MeOH under catalysis Rh(III), formed via C—H metalation‐initiated alkenylation, acetamide group migration intramolecular oxo ‐nucleophilic addition. On other hand, when run DMSO promotion CsOAc, generated aza ‐Michael addition‐initiated [3,3]‐σ rearrangement, addition water elimination. To our knowledge, this first report construction chromene or benzofuran scaffold along with introduction unit from same starting materials. The methodology was scalable products could be readily transformed into valuable products. Moreover, thus obtained possess decent anticancer activity.

Язык: Английский

Photocatalytic Synthesis of Indanone, Pyrone, and Pyridinone Derivatives with Diazo Compounds as Radical Precursors DOI
Yang Xie,

Ye‐Peng Bao,

Xiao-Yan Zhuo

и другие.

Organic Letters, Год журнала: 2024, Номер 26(7), С. 1393 - 1398

Опубликована: Фев. 12, 2024

We disclose herein a photocatalytic radical cascade cyclization of diazoalkanes for the divergent synthesis important carbocycles and heterocycles. Under optimal reaction conditions, various indanone, pyrone, pyridinone derivatives can be obtained in moderate to good yields. Mechanistic experiments support formation carbon-centered radicals from through proton-coupled electron transfer process. Scale-up using continuous flow technology useful downstream application formed heterocycles further render strategy attractive valuable.

Язык: Английский

Процитировано

10

I2-DMSO mediated tetra-functionalization of enaminones for the construction of novel furo[2′,3′:4,5]pyrimido[1,2-b]indazole skeletons via in situ capture of ketenimine cations DOI
You Zhou, Li‐Sheng Wang,

Shuang‐Gui Lei

и другие.

Chinese Chemical Letters, Год журнала: 2024, Номер 36(1), С. 109799 - 109799

Опубликована: Март 20, 2024

Язык: Английский

Процитировано

10

Metal-free construction of dihydropyrazino[2,3-b]indoles from 2-aminoacetophenones, isocyanates and 1,2-diamines DOI

Jingxi Fang,

Jiayao Fang,

Yingbo Rao

и другие.

Organic & Biomolecular Chemistry, Год журнала: 2024, Номер 22(10), С. 2043 - 2048

Опубликована: Янв. 1, 2024

A Brønsted acid/iodine co-mediated approach to construct dihydropyrazino[2,3-

Язык: Английский

Процитировано

9

Synthesis of CF3–Isoquinolinones and Imidazole-Fused CF3–Isoquinolinones Based on C–H Activation-Initiated Cascade Reactions of 2-Aryloxazolines DOI

Miaomiao Liang,

Shengnan Yan,

Yuanshuang Xu

и другие.

The Journal of Organic Chemistry, Год журнала: 2024, Номер 89(14), С. 10180 - 10196

Опубликована: Июль 4, 2024

Presented herein are novel syntheses of CF

Язык: Английский

Процитировано

9

Visible‐Light‐Induced Domino Cyclization to Access Pyrido[2,3‐d]pyrimidine‐2,4‐diones via a Radical‐Polar Crossover Reaction DOI

Wanqing Zuo,

Yu Cheng, Zhizhen Zhu

и другие.

Chinese Journal of Chemistry, Год журнала: 2024, Номер 42(19), С. 2346 - 2350

Опубликована: Май 27, 2024

Comprehensive Summary Catalytic and green strategies for the synthesis of privileged scaffolds are synthetically appealing. We now report a radical‐polar crossover (RPC)‐enabled three‐component cyclization bromodifluoroalkyls with enaminones 6‐aminouraciles via visible‐light‐induced domino cyclization. The reaction exhibited broad substrate scope (> 40 examples) including complex molecules, which highlighted utility this strategy construction library bioactive analogs.

Язык: Английский

Процитировано

7

Synthesis of CF3-Substituted N-Heterocyclic Compounds Based on C–H Activation-Initiated Formal [2 + 3] Annulation Featuring with a Latent Nucleophilic Site DOI

Manqing Wang,

Shengnan Yan,

Bin Li

и другие.

The Journal of Organic Chemistry, Год журнала: 2024, Номер 89(11), С. 7828 - 7842

Опубликована: Май 22, 2024

Presented herein is a novel synthesis of CF

Язык: Английский

Процитировано

6

Divergent synthesis of pyrrolizine derivatives through C−H bond functionalization of pyrroles DOI

Manqing Wang,

Yuanshuang Xu,

Huihang Hou

и другие.

Chemical Communications, Год журнала: 2024, Номер 60(51), С. 6536 - 6539

Опубликована: Янв. 1, 2024

Presented herein is the synthesis of diversely functionalized pyrrolizines from reaction

Язык: Английский

Процитировано

5

Visible Light-Induced Radical Cascade Difluoromethylation/Cyclization of Unactivated Alkenes: Access to CF2H-Substituted Polycyclic Imidazoles DOI Creative Commons
S.J. Lin, Yuanyuan Deng,

Hanxun Zhong

и другие.

ACS Omega, Год журнала: 2024, Номер 9(26), С. 28129 - 28143

Опубликована: Июнь 19, 2024

An efficient and mild protocol for the visible light-induced radical cascade difluoromethylation/cyclization of imidazoles with unactivated alkenes using easily accessible bench-stable difluoromethyltriphenylphosphonium bromide as precursor -CF

Язык: Английский

Процитировано

5

Direct Introduction of −OCD3 into the Hantzsch Pyrrole Synthesis via Multicomponent Cascade Cyclization: Synthesis of Fully Substituted Pyrrole Derivatives DOI
Li‐Sheng Wang, You Zhou,

Shuang‐Gui Lei

и другие.

Advanced Synthesis & Catalysis, Год журнала: 2023, Номер 365(17), С. 2888 - 2893

Опубликована: Июль 25, 2023

Abstract A I 2 ‐DMSO mediated approach to introduce −OCD 3 into pyrroles in situ via multicomponent cascade cyclization reaction using methyl ketones, aniline, ethyl benzoylacetate and CD OD as readily available substrates is reported. This process realizes introduction of the Hantzsch pyrrole synthesis deuterated alkoxy‐substituted with formation one C−C bond, C−O bond two C−N bonds pot. Notably, this conversion has good substrate compatibility (62 examples) eliminates need for anhydrous anaerobic operation.

Язык: Английский

Процитировано

10

Cu-Catalyzed Carbocyclization for General Synthesis of N-Containing Heterocyclics Enabled by BrCF2COOEt as a C1 Source DOI

Xiaofang Song,

Lijing Zhang, Xing‐Guo Zhang

и другие.

The Journal of Organic Chemistry, Год журнала: 2024, Номер 89(5), С. 3403 - 3412

Опубликована: Фев. 8, 2024

A practical and efficient copper-catalyzed carbocyclization of 2-functionalized anilines with ethyl bromodifluoroacetate has been developed. Ethyl is employed as the C1 source via quadruple cleavage in this transformation. This reaction can afford a variety N-containing heterocyclics satisfactory yields excellent functional group compatibility.

Язык: Английский

Процитировано

4