NaHCO3‐promoted Formal [4+3] Annulation of Salicylaldehydes with Isoquinolinium Salts Accessing Isoquinoline‐fused Benzo[f][1,3]oxazepines DOI
Qiang Tang, Yanan Liu,

Mengdi Wu

и другие.

Advanced Synthesis & Catalysis, Год журнала: 2024, Номер unknown

Опубликована: Ноя. 14, 2024

Abstract A concise and practical sustainable strategy for modular access to isoquinoline‐fused benzo[ f ][1,3]oxazepine derivatives through a formal [4+3] annulation of commercially available salicyaldehydes with isoquinolinium salts has been developed. The reactions proceeded the formation two new bonds (C=C C−O) seven‐membered heterocyclic ring in one pot. Remarkably, use simple NaHCO 3 as mild base, open atmosphere, nonhazardous reagents, nice functional group tolerance, easily scale up are added characteristics this approach. wide range substrates compatible reaction system, thereby proving facile reliable protocol constructing skeletons.

Язык: Английский

Base‐Mediated [4+1] Annulation Strategy for Modular Assembly of Alkynyl/Carboxylated Dihydrobenzofurans DOI Open Access

Yangzilin Kong,

Yinsong Wu,

Yanan Liu

и другие.

European Journal of Organic Chemistry, Год журнала: 2025, Номер unknown

Опубликована: Март 17, 2025

Abstract An efficient and operational [4+1] annulation strategy toward functional dihydrobenzofurans from 2‐bromomalonates in situ generated alkynyl o ‐quinone methides (from ‐hydroxyphenyl propargylamines) has been developed. Without the need for pre‐dried solvent inert atmosphere protection, a broad range of substituted propargylamines are well‐tolerated, producing expected alkynyl/carboxylated with good to high yields. Furthermore, gram‐scale synthesis valuable alkenyl/carboxylated construction were conducted provide great potential value medicinal chemistry other related disciplines.

Язык: Английский

Процитировано

0

Controllable stepwise fluorine elimination strategy for the chemodivergent synthesis of pyrido[2,1-a]isoquinolines DOI Creative Commons

Qiuyun Li,

Zili Liu,

R. F. Li

и другие.

Green Synthesis and Catalysis, Год журнала: 2025, Номер unknown

Опубликована: Март 1, 2025

Язык: Английский

Процитировано

0

Synthesis of versatile fluorescent Isoquinolinium salts and their applications DOI

Ye Han,

Sang Bong Lee

Journal of Materials Chemistry B, Год журнала: 2025, Номер unknown

Опубликована: Янв. 1, 2025

Isoquinolinium salts are well-known N-heterocyclic cationic compounds that have been applied in various research fields, such as materials chemistry and pharmaceutical applications. In particular, isoquinolinium with polyaromatic structures widely investigated due to their intrinsic photophysical properties, including fluorescence emission maxima, lifetime, quantum yield. Notably, fluorescent synthesized via synthetic strategies, alkylation of isoquinoline, oxidation dihydropyridines, rearrangement reactions, transition-metal-catalyzed C-H activation. this review, we summarize the methodologies for diverse applications applications, chemistry, theranostics, DNA binding, sensing, bioimaging.

Язык: Английский

Процитировано

0

Oxidative [4+2] Annulation of Pyrrole‐2‐carbaldehyde Derivatives with o‐Hydroxyphenyl Propargylamines: Syntheses of 5,6,7‐Trisubstituted Indolizines DOI Open Access
Yuqing Wang,

L.‐Y. CHEN,

Ruilin Yang

и другие.

Chemistry - A European Journal, Год журнала: 2024, Номер 30(63)

Опубликована: Авг. 23, 2024

Abstract A base promoted oxidative [4+2] annulation of pyrrole‐2‐carbaldehyde derivatives with o ‐hydroxyphenyl propargylamines for the synthesis highly substituted indolizines has been developed. Using DBN as base, a broad range 5,6,7‐trisubstituted have prepared in good to excellent yields under mild conditions, and many useful functional groups can be tolerated.

Язык: Английский

Процитировано

2

Copper-Catalyzed Three-Component Tandem Cyclization for One-Pot Synthesis of Indole-Benzofuran Bis-Heterocycles DOI
Peng Ma, Yuhang Wang, Jianhui Wang

и другие.

The Journal of Organic Chemistry, Год журнала: 2024, Номер unknown

Опубликована: Ноя. 22, 2024

A one-pot, three-component synthesis of indole-benzofuran bis-heterocycles from terminal alkynes, salicylaldehydes, and indoles has been developed via copper-catalyzed tandem annulation. This catalytic system utilizes readily available starting materials, enabling predictable with broad substrate versatility, excellent regiocontrol, gram-scale amenability. The reaction proceeds a sequential pathway involving A3 coupling, 1,4-conjugate addition, 5-exo-dig cyclization.

Язык: Английский

Процитировано

2

Solvent-Controlled Diastereodivergent Synthesis of Hexahydropyrrolo[2,1-a]isoquinolines through Pd/C-Catalyzed Dehydrogenative [3 + 2] Cycloaddition DOI

Ji-Chao Lu,

Hao Bai,

Ying Huang

и другие.

The Journal of Organic Chemistry, Год журнала: 2024, Номер unknown

Опубликована: Дек. 10, 2024

A Pd/C-catalyzed dehydrogenative [3 + 2] cycloaddition is described for the diastereoswitchable synthesis of hexahydropyrrolo[2,1-a]isoquinolines by altering solvents. The reaction proceeds through a sequential formation azomethine ylides from tetrahydroisoquinoline acetates and 1,3-dipolar with 2-nitroethenylbenzenes. This method displayed tunable diastereoselectivity, broad substrate scope good functional group compatibility. Moreover, gram-scale selective reductive or oxidative transformations product further demonstrate utility this methodology.

Язык: Английский

Процитировано

1

NaHCO3‐promoted Formal [4+3] Annulation of Salicylaldehydes with Isoquinolinium Salts Accessing Isoquinoline‐fused Benzo[f][1,3]oxazepines DOI
Qiang Tang, Yanan Liu,

Mengdi Wu

и другие.

Advanced Synthesis & Catalysis, Год журнала: 2024, Номер unknown

Опубликована: Ноя. 14, 2024

Abstract A concise and practical sustainable strategy for modular access to isoquinoline‐fused benzo[ f ][1,3]oxazepine derivatives through a formal [4+3] annulation of commercially available salicyaldehydes with isoquinolinium salts has been developed. The reactions proceeded the formation two new bonds (C=C C−O) seven‐membered heterocyclic ring in one pot. Remarkably, use simple NaHCO 3 as mild base, open atmosphere, nonhazardous reagents, nice functional group tolerance, easily scale up are added characteristics this approach. wide range substrates compatible reaction system, thereby proving facile reliable protocol constructing skeletons.

Язык: Английский

Процитировано

0