Iron-Catalyzed [2+1+2+1] Annulation of Amines and N,N-Dimethyl Enaminones using N,N-Dimethylaminoethanol as a One-Carbon Synthon for the Synthesis of 1,4-Dihydropyridines DOI
Jianyong Yuan,

Wanqian Ma,

Qiulin Kuang

и другие.

Synthesis, Год журнала: 2024, Номер 56(12), С. 1932 - 1940

Опубликована: Янв. 9, 2024

Abstract A simple and efficient method for the synthesis of 1,4-dihydropyridines from amines, N,N-dimethyl enaminone N,N-dimethylaminoethanol in a four-component [2+1+2+1] annulation catalyzed by FeCl3 has been established, where was applied as methine source. The procedure executed smoothly, resulting wide range with moderate to good yields. Additionally, these fluorophores exhibited photophysical characteristics.

Язык: Английский

Fe-mediated oxidative cascade [1 + 2 + 3]-cyclization/esterification reaction: synthesis of 4-alkylated 1,4-dihydropyridines DOI
Zhuoyuan Liu,

Yulin Sun,

Mingshuai Zhang

и другие.

Organic & Biomolecular Chemistry, Год журнала: 2023, Номер 21(26), С. 5475 - 5480

Опубликована: Янв. 1, 2023

An Fe-mediated four-component reaction of enaminones, anhydrides and tetrahydrofuran through a cascade [1 + 2 3]-cyclization/esterification process is presented. This protocol provides new effective method to construct 4-alkylated 1,4-dihydropyridines with an ester fragment. Cyclic ether employed as the C4 source for first time.

Язык: Английский

Процитировано

4

CF3CO2H-Catalyzed Synthesis of 3-Alkynylpyrrole Derivatives and Their Controlled Reduction DOI
Yulei Zhao,

Xuqiang Guo,

Ruihua Zhang

и другие.

The Journal of Organic Chemistry, Год журнала: 2021, Номер 86(21), С. 15568 - 15576

Опубликована: Окт. 14, 2021

A transition-metal-free methodology employing nitroenynes and enaminones has been developed to access 3-alkynylpyrrole derivatives. This mild cyclization reaction might proceed through the nucleophilic addition, intramolecular cyclization, subsequent elimination processes. The protocol features a broad substrate scope, good selectivity, functional group tolerance. Notably, advantage of this method is also highlighted by controlled reduction generate alkenyl- or alkylpyrrole derivatives in excellent yields.

Язык: Английский

Процитировано

10

Synthesis of Enamines, Aldehydes, and Nitriles from CO2: Scope of the One-Pot Strategy via Formamides DOI

Koichi Nakaoka,

Chao Guo,

Yuta Saiki

и другие.

The Journal of Organic Chemistry, Год журнала: 2022, Номер 88(21), С. 15444 - 15451

Опубликована: Сен. 13, 2022

Tetrabutylammonium acetate (TBAA) and Cu(OAc)2 worked as a binary catalytic system for the solvent-free N-formylation of amines with CO2 PhSiH3. This catalysis making C-H C-N bonds was coupled C-C bond-forming reactions to achieve one-pot synthesis enamines, aldehydes, nitriles. The X-ray crystal structure Cu(OAc)2-TBAA complex also revealed.

Язык: Английский

Процитировано

7

Cu-catalyzed carboxylation of organoboronic acid pinacol esters with CO2 DOI
Chihiro Maeda,

Takumi Cho,

Ren Kumemoto

и другие.

Organic & Biomolecular Chemistry, Год журнала: 2023, Номер 21(32), С. 6565 - 6571

Опубликована: Янв. 1, 2023

Chemical fixation of CO2 has received much attention. In particular, catalytic C-C bond formation with giving carboxylic acids is great significance. Among the methods, multiple carboxylation one challenging subjects. Here we investigated Cu-catalyzed a variety boronic acid pinacol esters (C(sp2)-, C(sp3)-, and C(sp)-B compounds) CO2, which efficiently provided corresponding products, including aryl, alkenyl, alkyl, alkynyl acids. This was also applicable to di- tri-carboxylic under robust reaction conditions (totally 29 examples).

Язык: Английский

Процитировано

4

Iron-Catalyzed [2+1+2+1] Annulation of Amines and N,N-Dimethyl Enaminones using N,N-Dimethylaminoethanol as a One-Carbon Synthon for the Synthesis of 1,4-Dihydropyridines DOI
Jianyong Yuan,

Wanqian Ma,

Qiulin Kuang

и другие.

Synthesis, Год журнала: 2024, Номер 56(12), С. 1932 - 1940

Опубликована: Янв. 9, 2024

Abstract A simple and efficient method for the synthesis of 1,4-dihydropyridines from amines, N,N-dimethyl enaminone N,N-dimethylaminoethanol in a four-component [2+1+2+1] annulation catalyzed by FeCl3 has been established, where was applied as methine source. The procedure executed smoothly, resulting wide range with moderate to good yields. Additionally, these fluorophores exhibited photophysical characteristics.

Язык: Английский

Процитировано

1