Access to Fluorinated Dienes through Hydrofluorination of 2-En-4-ynoates DOI Creative Commons
Yue Xia,

Aaron D. Charlack,

Ruibin Guo

и другие.

Organic Chemistry Frontiers, Год журнала: 2024, Номер unknown

Опубликована: Дек. 17, 2024

The hydrofluorination of enynoates has been developed for the synthesis fluorinated dienoates.

Язык: Английский

Construction of Benzoxazole and Isoquinoline Compounds via Base-Mediated Cyclization of Amino Acid Derivatives DOI

Yilian Song,

Zechao Liu,

Chuangchuang Liu

и другие.

Organic Letters, Год журнала: 2025, Номер unknown

Опубликована: Март 19, 2025

Biological organisms contain bioactive macromolecules such as amino acids, which serve basic materials for constructing cells and repairing tissues. Due to the unique properties of fluorine atom, can alter structure proteins increase their lipophilicity, incorporating a atom into acids has become research hotspot. In this study, ethyl 3-bromo-2-((diphenylmethylene)amino)-3,3-difluoropropanoate was synthesized from glycine derivatives. Under alkaline conditions, compound reacted with 2-aminophenol generate benzoxazole-containing acid derivative. This method is simple operate, without metal participation, performed under relatively eco-friendly reaction providing novel approach synthesis benzoxazole heterocycles.

Язык: Английский

Процитировано

0

A highly efficient approach to Z-monofluoroolefin-dehydroamino acid derivatives from gem-difluoroalkenes DOI

Chuangchuang Liu,

Yilian Song,

Wenjie Ju

и другие.

Chinese Chemical Letters, Год журнала: 2025, Номер unknown, С. 111167 - 111167

Опубликована: Апрель 1, 2025

Язык: Английский

Процитировано

0

Stereoselective Palladium-Catalyzed Hiyama Cross-Coupling Reaction of Tetrasubstituted gem-Difluoroalkenes DOI Creative Commons
Min Li, Gavin Chit Tsui

Organic Letters, Год журнала: 2023, Номер 26(1), С. 376 - 379

Опубликована: Дек. 28, 2023

We herein describe a diastereoselective Pd(0)-catalyzed Hiyama cross-coupling reaction of gem-difluoroalkenes. The use organosilicon reagents in this is advantageous over other organometallic by allowing the introduction wide range functional groups, including challenging alkyl groups. Also conveniently, additive TBAF was not required for (hetero)aryl-substituted difluoroalkenes.

Язык: Английский

Процитировано

9

Addition of Carboxylic Acids to gem-Difluoroalkenes for the Synthesis of gem-Difluoromethylenated Compounds DOI Creative Commons

Yuwei Zong,

Gavin Chit Tsui

Organic Letters, Год журнала: 2024, Номер 26(6), С. 1261 - 1264

Опубликована: Фев. 1, 2024

We herein describe a straightforward protocol for the synthesis of carboxylic esters containing gem-difluoromethylene unit. Readily available acids can act as nucleophiles to add regioselectively tetrasubstituted or trisubstituted β,β-difluoroacrylates (formal hydroacetoxylation) construction RCO2–CF2 bonds. Thermal conditions are sufficient without use catalysts additives.

Язык: Английский

Процитировано

2

Palladium-Catalyzed Defluorinative Alkylation of gem-Difluoroalkenes with Cyclopropanols: Stereoselective Synthesis of γ-Fluorinated γ,δ-Unsaturated Ketones DOI
Lingyu Kong,

Wenqing Ti,

Aijun Lin

и другие.

Organic Letters, Год журнала: 2024, Номер 26(17), С. 3591 - 3596

Опубликована: Апрель 25, 2024

A palladium-catalyzed defluorinative alkylation of gem-difluoroalkenes with cyclopropyl alcohols was developed. range γ-fluorinated γ,δ-unsaturated ketones were constructed in good yields excellent stereoselectivities. In addition, by base-mediated intramolecular nucleophilic vinylic substitution (SNV), the products could be further transformed to 2,5-dimethylenetetrahydrofurans and analogues

Язык: Английский

Процитировано

1

Stereodivergent Palladium-Catalyzed C–F Bond Functionalization of gem-Difluoroalkenes DOI Creative Commons
Yanhui Wang, Gavin Chit Tsui

Organic Letters, Год журнала: 2024, Номер 26(27), С. 5822 - 5826

Опубликована: Июнь 27, 2024

We herein describe a stereodivergent C-F bond functionalization of

Язык: Английский

Процитировано

1

Synthesis of fluoroalkenes and fluoroenynes via cross-coupling reactions using novel multihalogenated vinyl ethers DOI Creative Commons

Yukiko Karuo,

Kazuhiko Hirata,

Atsushi Tarui

и другие.

Beilstein Journal of Organic Chemistry, Год журнала: 2024, Номер 20, С. 2691 - 2703

Опубликована: Окт. 24, 2024

In this study, we develop the synthesis methods of fluoroalkenes and fluoroenynes via Suzuki–Miyaura Sonogashira cross-coupling reactions using novel multihalogenated fluorovinyl ethers, which are easily prepared from reaction between phenols 2-bromo-2-chloro-1,1,1-trifluoroethane (halothane). These make use unique structure contains a reactive bromine atom, to afford series in moderate high yields.

Язык: Английский

Процитировано

0

Access to Fluorinated Dienes through Hydrofluorination of 2-En-4-ynoates DOI Creative Commons
Yue Xia,

Aaron D. Charlack,

Ruibin Guo

и другие.

Organic Chemistry Frontiers, Год журнала: 2024, Номер unknown

Опубликована: Дек. 17, 2024

The hydrofluorination of enynoates has been developed for the synthesis fluorinated dienoates.

Язык: Английский

Процитировано

0