TBHP/KI-Promoted Oxidative Cyclization of α-Aminoketones for One-Pot Synthesis of Substituted 2-Acyloxazoles DOI

Jiecheng Zheng,

Dali Zhu,

Lin Gan

и другие.

Synthesis, Год журнала: 2022, Номер 55(09), С. 1419 - 1426

Опубликована: Дек. 12, 2022

Abstract A metal-free and facile synthesis of substituted 2-acyloxazole derivatives from α-aminoketones was developed via a TBHP/KI-promoted oxidative cyclization. This procedure proceeded smoothly under mild conditions broad scope 2-acyloxazoles were obtained in moderate to good yields.

Язык: Английский

Recent advances in iodine–DMSO mediated C(sp3)–H functionalization of methyl-azaarenes via Kornblum oxidation DOI
Swadhin Swaraj Acharya,

Sagarika Patra,

Liza Mama Barad

и другие.

New Journal of Chemistry, Год журнала: 2024, Номер 48(17), С. 7614 - 7638

Опубликована: Янв. 1, 2024

In the iodine–DMSO medium, methyl group of azaarenes is converted into aldehyde via Kornblum oxidation and trapped in situ by nucleophiles to create azaarene-linked functionalized scaffolds.

Язык: Английский

Процитировано

11
FeCl3/KI‐Catalyzed Tandem Oxidative Cyclization for Switchable Total Synthesis of Luotonin A, B and Derivatives DOI

Song Yingchun,

Ming‐Xuan Wang,

Yun‐Ying Yi

и другие.

Advanced Synthesis & Catalysis, Год журнала: 2024, Номер 366(6), С. 1348 - 1355

Опубликована: Янв. 13, 2024

Abstract A total synthesis strategy was developed for the of luotonin A, B and their analogues using synergistic FeCl 3 /KI‐catalyzed oxidative cyclization. This protocol utilizes cheap widely available N ‐propargyl 2‐methyl‐quinazolinones arylamines under mild conditions, it has a wide substrate scope high atom economy. Different natural products (luotonin derivatives) can be synthesized via unique switchable approach. Further transformations from to E structural modification demonstrate potential applications this method. Moreover, camptothecin also modified with reported afford hydroxyl‐substituted product.

Язык: Английский

Процитировано

4
PIFA-mediated room temperature dehydrogenative annulation for the synthesis of 2-alkenyl oxazoles DOI
Kang Chen, Jie‐Ping Wan,

Liyun Zhou

и другие.

Journal of Molecular Structure, Год журнала: 2024, Номер 1308, С. 138142 - 138142

Опубликована: Март 24, 2024

Язык: Английский

Процитировано

3
Oxytrofalcatin Puzzle: Total Synthesis and Structural Revision of Oxytrofalcatins B and C DOI
Kazuma Sugitate, Toshiki Yamashiro,

Ibuki Takahashi

и другие.

The Journal of Organic Chemistry, Год журнала: 2023, Номер 88(14), С. 9920 - 9926

Опубликована: Июль 11, 2023

The previously reported structures of oxytrofalcatins B and C possess a benzoyl indole core. However, following synthesis NMR comparison both the proposed structure synthesized oxazole, we have revised as oxazoles. synthetic route developed herein can further our understanding biosynthetic pathways that govern production natural 2,5-diaryloxazoles.

Язык: Английский

Процитировано

3
Halogen cation-promoted and solvent-regulated electrophilic cyclization for the regioselective synthesis of 3-haloquinolines and 3-halospirocyclohexadienones DOI
Jianming Li, Chengxiao Liu, Zihan Zhao

и другие.

Organic & Biomolecular Chemistry, Год журнала: 2023, Номер 21(11), С. 2440 - 2446

Опубликована: Янв. 1, 2023

A novel approach for the production of halogen cations through reaction halogens with silver ions is described in this paper. On basis, regioselective synthesis 3-haloquinolines and 3-halospirocyclohexadienones realized solvent regulation. The gram-scale compatibility complex substrates demonstrate synthetic potential protocol, which will be an appealing strategy organic synthesis.

Язык: Английский

Процитировано

0
TBHP/KI-Promoted Oxidative Cyclization of α-Aminoketones for One-Pot Synthesis of Substituted 2-Acyloxazoles DOI

Jiecheng Zheng,

Dali Zhu,

Lin Gan

и другие.

Synthesis, Год журнала: 2022, Номер 55(09), С. 1419 - 1426

Опубликована: Дек. 12, 2022

Abstract A metal-free and facile synthesis of substituted 2-acyloxazole derivatives from α-aminoketones was developed via a TBHP/KI-promoted oxidative cyclization. This procedure proceeded smoothly under mild conditions broad scope 2-acyloxazoles were obtained in moderate to good yields.

Язык: Английский

Процитировано

0