Lewis Acid‐Catalyzed Tandem Annulation of Propargylic Alcohols with 2‐Allylphenols and Their Anti‐tumor Activities DOI
Xiang Li,

Ning-Yu Guo,

Qing-Hui Liu

и другие.

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

Опубликована: Авг. 19, 2024

Abstract A novel bismuth(III) trifluoro‐methanesulfonate‐catalyzed and environmentally benign synthetic strategy for the construction of a wide range structurally diverse, sophisticated [5,6,5]‐oxygen‐containing tricyclic frameworks with easy‐to handle propargylic alcohols 2‐allylphenols as substrates in presence Bi(OTf) 3 AgOTf is described. This Lewis acid catalyzed [3+2] annulation protocol, which tolerates great deal functional groups, proceeds through sequential Meyer‐Schuster rearrangement, nucleophilic substitution, 5‐ exo ‐trig cyclization, endo proton exchange sequences, affording versatile approach accessing oxygen‐containing skeletons moderate‐to‐excellent yields. In addition, most obtained compounds exhibited anti‐tumor activities against three types human cancer cell lines vitro , including Caco‐2 colon cells, MCF‐7 breast Hepg‐2 liver cells.

Язык: Английский

Recent Advances in Electrochemical Carboxylation with CO2 DOI

Guo‐Quan Sun,

Li‐Li Liao,

Chuan‐Kun Ran

и другие.

Accounts of Chemical Research, Год журнала: 2024, Номер 57(18), С. 2728 - 2745

Опубликована: Сен. 3, 2024

ConspectusCarbon dioxide (CO

Процитировано

36

Enantioselective Nickel-Electrocatalyzed Reductive Propargylic Carboxylation with CO2 DOI

Qingdong Hu,

Boyuan Wei,

Mingxu Wang

и другие.

Journal of the American Chemical Society, Год журнала: 2024, Номер 146(21), С. 14864 - 14874

Опубликована: Май 16, 2024

The exploitation of carbon dioxide (CO2) as a sustainable, plentiful, and harmless C1 source for the catalytic synthesis enantioenriched carboxylic acids has long been acknowledged pivotal task in synthetic chemistry. Herein, we present current-driven nickel-catalyzed reductive carboxylation reaction with CO2 fixation, facilitating formation C(sp3)–C(sp2) bonds by circumventing handling moisture-sensitive organometallic reagents. This electroreductive protocol serves practical platform, paving way propargylic (up to 98% enantiomeric excess) from racemic carbonates CO2. efficacy this transformation is exemplified its successful utilization asymmetric total (S)-arundic acid, (R)-PIA, (S)-chizhine D, (S)-cochlearin G, (S,S)-alexidine, thereby underscoring potential electrosynthesis achieve complex molecular architectures sustainably.

Язык: Английский

Процитировано

18

Electrochemically mediated synthesis of trifluoromethylallenes DOI
Jialan Zhang,

Jin-Xiu Xiong,

Lu‐Qi Fei

и другие.

Organic Chemistry Frontiers, Год журнала: 2024, Номер 11(12), С. 3485 - 3490

Опубликована: Янв. 1, 2024

Herein, we report electrochemically mediated trifluoromethylallene synthesis via the rearrangement of trifluoromethyl-containing 1,3-enynes under action silicon or boron radicals, with good selectivity and without external oxidants.

Язык: Английский

Процитировано

5

Electrophotocatalytic Tellurosulfonylation of Alkynes for the Synthesis of β-(Telluro)vinyl Sulfones DOI

Zhiheng Zhao,

Huiping Zhang, Hongyan Yan

и другие.

Organic Letters, Год журнала: 2024, Номер 26(29), С. 6114 - 6119

Опубликована: Июль 5, 2024

Difunctionalization of alkynes has gained a lot interest in current organic chemistry. Herein, we developed an electrophotocatalytic multicomponent cascade reaction and indoles with sulfinic acid sodium salts using elemental tellurium as the source. Using synergistic anodic oxidation visible-light irradiation, various β-(telluro)vinyl sulfones have been prepared. This strategy features mild conditions, excellent substrate scope, readily available starting materials, great functional group tolerance.

Язык: Английский

Процитировано

5

Recent Advances in Electrochemical Carboxylation of Inert Chemical Bonds with Carbon Dioxide DOI
Xiaotong Gao,

Yuqing Zhong,

Nan Feng

и другие.

Chinese Journal of Organic Chemistry, Год журнала: 2024, Номер 44(10), С. 3043 - 3043

Опубликована: Янв. 1, 2024

Язык: Английский

Процитировано

3

Nickel-catalyzed electrochemical carboxylation of propargylic esters with CO2 to 2,3-allenoic acids DOI

Yuqing Zhong,

Mengmeng Jiang,

Deyong Yang

и другие.

Chinese Chemical Letters, Год журнала: 2025, Номер unknown, С. 111169 - 111169

Опубликована: Апрель 1, 2025

Язык: Английский

Процитировано

0

Electrochemical synthesis of allenyl silanes and allenyl boronic esters DOI Creative Commons
Tingting Feng,

Tony Biremond,

Philippe Jubault

и другие.

Nature Communications, Год журнала: 2025, Номер 16(1)

Опубликована: Май 17, 2025

Allenyl silanes and boronates are pivotal building blocks in organic synthesis. Nevertheless, their synthesis requires the manipulation of transition metal or highly reactive species. Hence, development more sustainable protocol is sought after. Here we show electrochemical allenyl boronic esters. This catalyst-free method proceeds under mild reaction conditions. The for shows an excellent efficiency a good functional group tolerance. isolated yields (28 examples, 45-95% yields) without use catalyst A similar developed boronates, which obtained low to moderate (13 5-55% yields). Finally, mechanism based on oxidative generation silyl boryl radicals suggested access these classes allenes.

Язык: Английский

Процитировано

0

Research Progress in Preparation of Carboxylic Acids by Electrochemical Mediated Oxidative Carboxylation and Reductive Carboxylation of Carbon Dioxide DOI

Shuai Lv,

Gangguo Zhu, Jinzhong Yao

и другие.

Chinese Journal of Organic Chemistry, Год журнала: 2024, Номер 44(3), С. 780 - 780

Опубликована: Янв. 1, 2024

Язык: Английский

Процитировано

0

Chemical Fixation of CO2/CS2 to Access Iodoallenyl Oxazolidinones and Allenyl Thiazolidine-Thiones DOI
Xuejian Li, Qinglong Liu, Wangze Song

и другие.

Chemical Communications, Год журнала: 2024, Номер 60(66), С. 8756 - 8759

Опубликована: Янв. 1, 2024

Constructing heterocyclic compounds by chemical fixation of CO

Язык: Английский

Процитировано

0

Lewis Acid‐Catalyzed Tandem Annulation of Propargylic Alcohols with 2‐Allylphenols and Their Anti‐tumor Activities DOI
Xiang Li,

Ning-Yu Guo,

Qing-Hui Liu

и другие.

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

Опубликована: Авг. 19, 2024

Abstract A novel bismuth(III) trifluoro‐methanesulfonate‐catalyzed and environmentally benign synthetic strategy for the construction of a wide range structurally diverse, sophisticated [5,6,5]‐oxygen‐containing tricyclic frameworks with easy‐to handle propargylic alcohols 2‐allylphenols as substrates in presence Bi(OTf) 3 AgOTf is described. This Lewis acid catalyzed [3+2] annulation protocol, which tolerates great deal functional groups, proceeds through sequential Meyer‐Schuster rearrangement, nucleophilic substitution, 5‐ exo ‐trig cyclization, endo proton exchange sequences, affording versatile approach accessing oxygen‐containing skeletons moderate‐to‐excellent yields. In addition, most obtained compounds exhibited anti‐tumor activities against three types human cancer cell lines vitro , including Caco‐2 colon cells, MCF‐7 breast Hepg‐2 liver cells.

Язык: Английский

Процитировано

0