Ytterbium‐Catalyzed Tandem Diels–Alder/Claisen Rearrangement/Decarboxylation of Hetero‐Allenes for the Synthesis of Diarylmethanes DOI
Bin Chen, Shan Zhong,

Huilin Zhan

и другие.

Chinese Journal of Chemistry, Год журнала: 2024, Номер 43(2), С. 199 - 204

Опубликована: Окт. 17, 2024

Comprehensive Summary A tandem Diels–Alder reaction/Claisen rearrangement/decarboxylation strategy of N ‐allenamides (or aryloxyallenes) with 3‐alkoxycarbonyl‐2‐pyrones has been developed for the efficient synthesis diarylmethanes moderate to good yields. The reaction exhibits functional group tolerance and can be applied late‐stage modifications known drug molecules. Mechanistic studies indicate that ester at 3‐position 2‐pyrones is essential, initial between proximal C=C bond crucial success reaction.

Язык: Английский

Diastereoselective synthesis of tetrahydrobenzo[b]azocines by Lu(OTf)3-catalyzed [4+4] cycloaddition of donor–acceptor cyclobutanes with anthranils DOI

Meifeng Hou,

Jiajun Li,

Fucai Rao

и другие.

Chemical Communications, Год журнала: 2022, Номер 58(39), С. 5865 - 5868

Опубликована: Янв. 1, 2022

A Lewis acid-catalyzed [4+4] cycloaddition reaction from D–A cyclobutanes and anthranils, providing the corresponding oxa-bridged eight-membered heterocycles under mild conditions.

Язык: Английский

Процитировано

11

Au-catalyzed neighboring hydroxymethyl group directed cycloaddition of alkyne with diazadienes: Synthesis of polysubstituted pyrroles DOI Open Access

Zhenwei Shi,

Wenxiu Mao,

Zhenning Yang

и другие.

Chinese Chemical Letters, Год журнала: 2022, Номер 34(1), С. 107488 - 107488

Опубликована: Май 8, 2022

Язык: Английский

Процитировано

11

Gold(I)‐Catalyzed [8+2]‐Cycloaddition of 8‐Aryl‐8‐azaheptafulvenes with Allenamides and Ynamides: Regioselective Synthesis of Dihydrocycloheptapyrrole Derivatives DOI

Tatiana Suárez‐Rodríguez,

A.L. Suarez-Sobrino,

Alfredo Ballesteros

и другие.

Chemistry - A European Journal, Год журнала: 2021, Номер 27(24), С. 7154 - 7159

Опубликована: Фев. 10, 2021

Abstract Gold(I)‐catalyzed higher‐order [8+2] cycloadditions of 8‐aryl‐8‐azaheptafulvenes 1 with allenamides 2 and ynamides 3 were studied. 1,8‐Dihydrocycloheptapyrroles 4 achieved by a regioselective cycloaddition azaheptafulvenes in the presence (2,4‐di t BuC 6 H O) PAuNTf as catalyst. Besides, , undergo cycloaddition, to give 2‐amido‐1,4‐dihydrocycloheptapyrroles 7 JohnPhosAuNTf Both reactions take place good yields variety substituents. A plausible mechanism hypothesis suggests nucleophilic attack 8‐azaheptafulvene gold activated electron rich allene or alkyne moieties allenamide ynamide, respectively.

Язык: Английский

Процитировано

11

Gold-catalyzed [5 + 2]-annulations of 1,3-diyn-1-amides with anthranils bearing no C(6)-substituents DOI
Yashwant Bhaskar Pandit,

Yanting Jiang,

Jia-Jyun Jian

и другие.

Organic Chemistry Frontiers, Год журнала: 2021, Номер 8(11), С. 2563 - 2568

Опубликована: Янв. 1, 2021

This work reports the gold-catalyzed [5 + 2]-annulations of commonly used anthranils with 1,3-diynamides, yielding quiniline oxides as main products.

Язык: Английский

Процитировано

11

Synthesis of 4-styrylquinolines via direct oxidative C3-alkenylation of anthranils under Pd(ii) catalysis DOI

Annapurna Awasthi,

Khushboo Tiwari,

Pushpendra Yadav

и другие.

Chemical Communications, Год журнала: 2024, Номер 60(15), С. 2054 - 2057

Опубликована: Янв. 1, 2024

The palladium-catalyzed oxidative C3-alkenylation of anthranils (2,1-benzisoxazoles) with various styrenes has been successfully achieved.

Язык: Английский

Процитировано

1

Recent Advances in Gold-Catalyzed Transformations of Vinyldiazo Reagents DOI
Luís A. López,

Olaya Bernardo,

Patricia García‐Martínez

и другие.

Synthesis, Год журнала: 2024, Номер unknown

Опубликована: Июнь 11, 2024

Abstract Since their discovery in 2011, gold-catalyzed transformations of vinyldiazo compounds have become an important synthetic tool, enabling the identification new reaction patterns that greatly expanded versatility these reagents. In this short review, we showcase most relevant advances been made exciting area research. 1 Introduction 2 Gold-Catalyzed Transformations Vinyldiazo Compounds Involving Metal Carbene Intermediates 2.1 Liu’s Seminal Work: Vinylogous Reactivity Au(I) Vinyl Carbenes 2.2 Reactions with Alkenes 2.3 Alkynes 2.4 Allenes 2.5 Reagents Aromatic 2.6 Nitriles 2.7 Diazo Cross-Couplings 3 That Do Not Involve Initial Dinitrogen Extrusion 3.1 Formal [n+2] Cycloaddition through Moiety 3.2 Activation Non-Diazo Reagent 4 Conclusions

Язык: Английский

Процитировано

1

Gold-Catalyzed Regio- and Stereoselective Alkenylation of Quinoline N-Oxides with Allenamides DOI

Mingduo Lu,

Yuanhong Liu

Organic Letters, Год журнала: 2024, Номер 26(26), С. 5493 - 5499

Опубликована: Июнь 21, 2024

A gold-catalyzed cycloaddition/ring opening of allenamides with quinoline N-oxides has been developed, which provides C2-alkenylated quinolines high E selectivity in moderate to yields. It is noted that a C8 or C7 substituent are crucial for this catalytic reaction.

Язык: Английский

Процитировано

1

Gold-catalyzed tandem reaction of o-alkynylphenols with diazo compounds: access to 2,3-disubstituted benzofurans DOI

Tingzhong Huang,

Ying Shao, Shengbiao Tang

и другие.

Organic & Biomolecular Chemistry, Год журнала: 2023, Номер 21(28), С. 5752 - 5756

Опубликована: Янв. 1, 2023

A gold-catalyzed tandem reaction of o-alkynylphenols with diazo compounds has been developed, providing the 2,3-disubstituted benzofurans in moderate to good yields under mild conditions. In this protocol, vinyl gold and carbene species might form during process. Control experiments have performed understand mechanism.

Язык: Английский

Процитировано

3

Metal‐free Reaction of Allenamides with In‐Situ Formed Trifluoromethylnitrones as a Route to Highly Functionalized Isoxazolidines DOI Open Access
Usha Yadav,

Sanoop P. Chandrasekharan,

Pravya P. Nair

и другие.

Asian Journal of Organic Chemistry, Год журнала: 2023, Номер 12(10)

Опубликована: Авг. 21, 2023

Abstract An additive‐free three‐component reaction of allenamides with in situ generated trifluoromethylnitrones has been uncovered. The afforded an interesting class trifluoromethylated methyleneisoxazolidines under mild conditions. Additionally, a gram‐scale and the reductive transformation isoxazolidines to aminomethylated allyl alcohol illustrate high synthetic utility present strategy.

Язык: Английский

Процитировано

3

Synthesis of medicinally relevant oxalylamines via copper/Lewis acid synergistic catalysis DOI Creative Commons

Ziying Wu,

Miao Hu,

Yangbin Jin

и другие.

Science Advances, Год журнала: 2021, Номер 7(35)

Опубликована: Авг. 27, 2021

An efficient amination reaction of allenyl ethers via copper/Lewis acid synergistic catalysis yields functionalized oxalylamines.

Язык: Английский

Процитировано

4