Synthesis of 2,3-Diperfluoroalkylated Quinoxalines via Selenium-Catalyzed Reductive C–C Coupling of Vicinal Perfluoroalkyl Formimidoyl Chlorides DOI

Shaoqi Xiong,

Jijun Pu,

Tiebo Xiao

и другие.

Organic Letters, Год журнала: 2024, Номер 26(41), С. 8866 - 8871

Опубликована: Окт. 9, 2024

A direct and efficient approach to access structurally interesting 2,3-diperfluoroalkylated quinoxalines via selenium-catalyzed reductive C-C construction of vicinal bis(perfluoroalkyl formimidoyl chloride)s has been disclosed. This protocol features the use easily accessible starting materials, scalability, a diverse functional group tolerance. Mechanism studies suggested that this reaction may involve an selenium-containing seven-membered-ring intermediate proceed through electrocyclization/selenium elimination pathway, which is significantly different from traditional transition-metal-catalyzed coupling strategies alkyl halides.

Язык: Английский

Cu-Catalyzed biheterocyclization along with sulfonyl remote migration: Access to Marinoquinoline alkaloids and 4-sulfonyl pyrrolo[2,3-c]quinolines DOI

Lianshun Zhang,

Lan Bao,

Ting Song

и другие.

Chinese Chemical Letters, Год журнала: 2025, Номер unknown, С. 110915 - 110915

Опубликована: Фев. 1, 2025

Язык: Английский

Процитировано

0

De Novo Synthesis of 2,2′-Bipyridines and Related Bis-azines via Cascade Coupling and Double Pyridannulation of Isocyanides DOI
Yu Liu,

Qiujian Tan,

Lan Bao

и другие.

Organic Letters, Год журнала: 2024, Номер 26(23), С. 5043 - 5048

Опубликована: Июнь 6, 2024

Herein, we present a new and general protocol for the assembly of 2,2′-bipyridyls from nonpyridine substrates without using any metal catalysts or organometallic reagents. The process starts coupling two 1,3-dienyl isocyanides followed by 6π-electrocyclization/aromatization cascade featuring simultaneous formation pyridine rings in single operation. Notably, this strategy is also applicable to construction nonsymmetrical 2-(2-pyridyl)-quinolines/-quinoxalines. Furthermore, aggregation-induced emission (AIE) characteristics endow our approach with great potential biorelevant fields.

Язык: Английский

Процитировано

3

Access to 2-thio/selenoquinolines via domino reaction of isocyanides with sulfur and selenium in water DOI
Haitao Liu,

Mengying Jia,

Shaoguang Sun

и другие.

Chemical Communications, Год журнала: 2023, Номер 59(98), С. 14595 - 14598

Опубликована: Янв. 1, 2023

A one-pot domino reaction of o -alkenylaryl isocyanides with elemental sulfur and selenium as well FCH 2 I in water was developed for the efficient divergent synthesis 2-thio-/seleno-/fluoromethylthio-/fluoromethylseleno-quinoline derivatives.

Язык: Английский

Процитировано

3

Palladium‐Catalyzed Three‐Component Process to [1,2,3]Triazolo [1,5‐c]quinazolines DOI
Jianxin Li,

Shuitao Zhang,

Tiebo Xiao

и другие.

ChemistrySelect, Год журнала: 2024, Номер 9(25)

Опубликована: Июль 1, 2024

Abstract An efficient palladium‐catalyzed three‐component reaction for the synthesis of tricyclic fused 1,2,3‐triazole derivatives from amino‐NH‐1,2,3‐triazoles, isocyanide and iodoarenes has been developed, involving three new bonds formation by one manipulation in moderate to good yields with excellent functional group tolerance. Moreover, it is also suitable other N ‐heterocyclic substrates including pyrazole, imidazole, indole, tetrazole its derivatives.

Язык: Английский

Процитировано

0

Synthesis of 2,3-Diperfluoroalkylated Quinoxalines via Selenium-Catalyzed Reductive C–C Coupling of Vicinal Perfluoroalkyl Formimidoyl Chlorides DOI

Shaoqi Xiong,

Jijun Pu,

Tiebo Xiao

и другие.

Organic Letters, Год журнала: 2024, Номер 26(41), С. 8866 - 8871

Опубликована: Окт. 9, 2024

A direct and efficient approach to access structurally interesting 2,3-diperfluoroalkylated quinoxalines via selenium-catalyzed reductive C-C construction of vicinal bis(perfluoroalkyl formimidoyl chloride)s has been disclosed. This protocol features the use easily accessible starting materials, scalability, a diverse functional group tolerance. Mechanism studies suggested that this reaction may involve an selenium-containing seven-membered-ring intermediate proceed through electrocyclization/selenium elimination pathway, which is significantly different from traditional transition-metal-catalyzed coupling strategies alkyl halides.

Язык: Английский

Процитировано

0