Synthesis of 1,4‐Naphthoquinones via Palladium(II)‐Catalyzed Tertiary C−H Alkylation of Olefins Followed by C−C Bond Cleavage DOI
Xu Zhang,

Mengfan Chang,

Tongtong Ni

и другие.

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

Опубликована: Ноя. 28, 2024

Abstract An efficient method has been developed for the preparation of 1,4‐naphthoquinones via a palladium‐catalyzed reaction 2‐aryl‐1,3‐indandiones with olefins. This involves tertiary C−H alkylation olefins to produce alcohol, followed by C−C bond cleavage.

Язык: Английский

Direct excitation of carbonyl cyclopropanes: From divergent photo-isomerization and annulation to unified reductive C-C cleavage DOI Creative Commons
Tin V. T. Nguyen, André Bossonnet, Duncan K. Brownsey

и другие.

Опубликована: Май 22, 2024

We report herein our studies on the direct photoactivation of carbonyl cyclopropanes to give biradical intermediates, leading selective cleavage more substituted carbon-carbon bond. Depending substrate structure, extended alkenes were isolated or directly reacted in a photo-Nazarov process bicyclic products. Based these results, unified reductive ring-opening reaction was developed by using diphenyl disulfide as HAT reagent. By performing sequential cyclopropanation/selective ring opening reaction, we achieved CH2 insertion into alpha,beta- bond both acyclic and cyclic unsaturated compounds. Our protocol therefore provides further tool for framework-editing carbocycles, complementing recent progress "skeletal editing" strategies.

Язык: Английский

Процитировано

1
The Assembly of Cerium(III)-Containing Silicotungstate with Lewis Acid–Base Sites Enables the Selective C3-Alkenylation of Oxindole DOI

Zhou-Fu Lin,

Guo‐Ping Yang, Wenjun Jiang

и другие.

Inorganic Chemistry, Год журнала: 2024, Номер unknown

Опубликована: Сен. 30, 2024

A cerium(III)-containing silicotungstate, [H

Язык: Английский

Процитировано

1
Recent developments in difunctionalization of unsaturated hydrocarbons with organosilicon reagents DOI
Jiawei Mao, Ming Chen,

Yao Zhong

и другие.

Organic & Biomolecular Chemistry, Год журнала: 2024, Номер unknown

Опубликована: Окт. 29, 2024

Organosilicon compounds have attracted considerable attention because of their special biological activities. Direct difunctionalization unsaturated hydrocarbons with organosilicon reagents for the efficient construction synthetically valuable silicon-functionalized are featured a high step and atom economy, which could form carbon-silicon/carbon-carbon bonds or carbon-silicon/carbon-hetero in one step. This review summarizes recent advances on this topic based different along typical examples mechanisms.

Язык: Английский

Процитировано

1
Homologation of Alkenyl Carbonyls via a Cyclopropanation/Light‐Mediated Selective C‐C Cleavage Strategy DOI Creative Commons
Tin V. T. Nguyen, Duncan K. Brownsey, André Bossonnet

и другие.

Angewandte Chemie International Edition, Год журнала: 2024, Номер unknown

Опубликована: Окт. 31, 2024

We report herein our studies on the direct photoactivation of carbonyl cyclopropanes to give biradical intermediates, leading selective cleavage more substituted carbon-carbon bond. Depending substrate structure, extended alkenes were isolated or directly reacted in a photo-Nazarov process bicyclic products. Based these results, unified reductive ring-opening reaction was developed by using diphenyl disulfide as hydrogen atom transfer (HAT) reagent. By performing sequential cyclopropanation/selective ring opening reaction, we achieved CH

Язык: Английский

Процитировано

1
Therapeutic potential of isoniazid carbohydrazide derivatives as a promising anti-inflammatory and anti-diabetic drug via synthesis, characterization, biological screening, and computational studies DOI

Krishnakumar Ranganathan,

Meenakshi Srinivasan, Maqusood Ahamed

и другие.

Journal of Molecular Structure, Год журнала: 2024, Номер unknown, С. 141106 - 141106

Опубликована: Дек. 1, 2024

Язык: Английский

Процитировано

1
Skeletal Editing of Heterocycles – A New Tool for Lead Exploration? DOI Creative Commons

Simon R. Williams,

Julien C. Vantourout

CHIMIA International Journal for Chemistry, Год журнала: 2024, Номер 78(6), С. 446 - 448

Опубликована: Июнь 26, 2024

Many new methods for single atom skeletal editing of heterocycles have been developed in the past few years with obvious applications to discovery chemistry. In this perspective, we assess recent advances field and potential application lead exploration campaigns.

Язык: Английский

Процитировано

0
Metal‐free photocyclization/oxidation cascade constructing quinoline‐2‐ones and tetrahydrocarbazolones DOI

Yanke Hao,

He Huang

Advanced Synthesis & Catalysis, Год журнала: 2024, Номер 366(19), С. 4066 - 4072

Опубликована: Июль 19, 2024

Abstract We reported a one‐pot photocyclization/ oxidation cascade of N ‐aryl acrylamides to afford quinoline‐2‐ones. Thioxanthone was used as bifunctional energy transfer agent mediate both photocyclization and generation singlet oxygen, the latter facilitates dehydrogenation dihydroquinoline‐2‐one intermediate. This strategy also supports 5‐ endo ‐trig cyclization synthesize tetrahydrocarbazolones from phenylamino cyclohexenones.

Язык: Английский

Процитировано

0
Organocatalyzed Skeletal Editing of Unstrained Rings via Wolff-type Rearrangement: Modular Synthesis of BN- Isosteres and [1,2]- Azaborines DOI Creative Commons
Ravindra Kumar, Akansha Singh,

Ruchir Kant

и другие.

Research Square (Research Square), Год журнала: 2024, Номер unknown

Опубликована: Окт. 16, 2024

Abstract Herein, we report a rare example of organocatalyzed skeletal editing unstrained rings (n = 4–8) to ring-expansion via Wolff-type rearrangement and through regioselective fixation carbon nitrogen atom. Strategy employed 2-formylarylboronic acid as C-B surrogate TMSN3 an exogenous single source; allowed the de novo rapid synthesis BN isosteres by forging C-C, C-N B-N bonds under operation. The developed method proved be compatible with wide substrate scope (50 examples) including cyclic ketones diverse heterocycles afforded 1C ring expanded [1,2]-azaborines. Reaction was also effective acyclic give naphthalene isosteres. Control experiments DFT study dictate plausible reaction pathways following [1,2]-C-C/C-H shift, analogous Wolff rearrangement.

Язык: Английский

Процитировано

0
Homologation of Alkenyl Carbonyls via a Cyclopropanation/Light‐Mediated Selective C‐C Cleavage Strategy DOI
Tin V. T. Nguyen, Duncan K. Brownsey, André Bossonnet

и другие.

Angewandte Chemie, Год журнала: 2024, Номер unknown

Опубликована: Окт. 31, 2024

Abstract We report herein our studies on the direct photoactivation of carbonyl cyclopropanes to give biradical intermediates, leading selective cleavage more substituted carbon‐carbon bond. Depending substrate structure, extended alkenes were isolated or directly reacted in a photo‐Nazarov process bicyclic products. Based these results, unified reductive ring‐opening reaction was developed by using diphenyl disulfide as hydrogen atom transfer (HAT) reagent. By performing sequential cyclopropanation/selective ring opening reaction, we achieved CH 2 insertion into α,β bond both acyclic and cyclic unsaturated compounds. Our protocol provides further tool for modification carbon framework organic compounds, complementing recent progress “skeletal editing”.

Язык: Английский

Процитировано

0
Synthesis of 1,4‐Naphthoquinones via Palladium(II)‐Catalyzed Tertiary C−H Alkylation of Olefins Followed by C−C Bond Cleavage DOI
Xu Zhang,

Mengfan Chang,

Tongtong Ni

и другие.

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

Опубликована: Ноя. 28, 2024

Abstract An efficient method has been developed for the preparation of 1,4‐naphthoquinones via a palladium‐catalyzed reaction 2‐aryl‐1,3‐indandiones with olefins. This involves tertiary C−H alkylation olefins to produce alcohol, followed by C−C bond cleavage.

Язык: Английский

Процитировано

0