Photoredox-catalyzed sulfonylation of alkyl iodides, sulfur dioxide, and electron-deficient alkenes

2019 ◽  
Vol 55 (15) ◽  
pp. 2214-2217 ◽  
Author(s):  
Shengqing Ye ◽  
Danqing Zheng ◽  
Jie Wu ◽  
Guanyinsheng Qiu
Keyword(s):  
Sulfur Dioxide ◽  
Functional Groups ◽  
Mild Conditions ◽  
Alkyl Iodides

A photoredox-catalyzed sulfonylation of alkyl iodides, sulfur dioxide, and electron-deficient alkenes under mild conditions is achieved. Various functional groups including nitro, halo, acetyl, sufonyl, and pyridinyl are all tolerated under the photoredox conditions.

Borates as a Traceless Activation Group for Intermolecular Alkylarylation of Ethylene through Photoredox/Nickel Dual Catalysis

Synlett ◽  
2020 ◽  
Author(s):  
Shengqing Zhu ◽  
Lingling Chu ◽  
Xiaoliang Feng ◽  
Lei Guo
Keyword(s):  
Functional Groups ◽  
Aryl Halides ◽  
Nickel Catalysis ◽  
Mild Conditions ◽  
Dual Catalysis

AbstractA formal ethylene alkylarylation reaction with aryl halides and alkyl oxalates enabled by synergistic photoredox/nickel catalysis is reported. This protocol takes advantage of borates as a traceless activation group, achieving the formal ethylene difunctionalized products via a catalytic three-component 1,2-alkylarylation of vinyl borate followed by a base-assisted deborylation process. The mild conditions allow for excellent functional groups compatibility and broad substrate scope.

Consecutive Multicomponent Reactions: Synthesis of 3-Acyl-4-alkynyl-Substituted 1,3-Thiazolidines

Synthesis ◽  
2018 ◽  
Vol 50 (05) ◽  
pp. 1123-1132 ◽  
Author(s):  
Jürgen Martens ◽  
Torben Schlüter ◽  
Nils Frerichs ◽  
Marc Schmidtmann
Keyword(s):  
Functional Groups ◽  
Multicomponent Reactions ◽  
Terminal Alkynes ◽  
Synthetic Route ◽  
Acyl Chlorides ◽  
Mild Conditions ◽  
Three Component Reaction

This work describes the synthesis of compounds containing thiazolidine and propargylamidic motifs. Their preparation follows a synthetic route containing two multicomponent reactions. First, the Asinger four-component reaction is used to prepare 3-thiazolines and 3-oxazolines. Secondly, these heterocyclic imines are converted into propargylamides by a copper-catalyzed three-component reaction using acyl chlorides and terminal alkynes. The synthetic route is characterized by mild conditions and many functional groups are tolerated. The formation of an unexpected α-alkynoxyamide is also presented.

Efficient Synthesis of 3,4-Disubstituted 7-Azaindoles Employing SEM as a Dual Protecting–Activating Group

Synlett ◽  
2019 ◽  
Vol 30 (20) ◽  
pp. 2273-2278 ◽  
Author(s):  
Piroska Gyárfás ◽  
János Gerencsér ◽  
Warren S. Wade ◽  
László Ürögdi ◽  
Zoltán Novák ◽  
...  
Keyword(s):  
Functional Groups ◽  
Efficient Method ◽  
Reaction Times ◽  
Nucleophilic Aromatic Substitution ◽  
Aromatic Substitution ◽  
Efficient Synthesis ◽  
Mild Conditions

An efficient method for nucleophilic aromatic substitution on 7-azaindoles has been developed. The reaction is facilitated by the unique dual influence of SEM as both protecting and activating group, permitting mild conditions and short reaction times that are compatible with sensitive functional groups. The method is suitable for the synthesis of a broad range of products, most notably ethers.

Gold-catalyzed cyclization of 1-(2′-azidoaryl) propynols: synthesis of polysubstituted 4-quinolones

2019 ◽  
Vol 55 (98) ◽  
pp. 14769-14772 ◽  
Author(s):  
Xiang Wu ◽  
Lang-Lang Zheng ◽  
Li-Ping Zhao ◽  
Cheng-Feng Zhu ◽  
You-Gui Li
Keyword(s):  
Functional Groups ◽  
Mild Conditions ◽  
Carbon Migration ◽  
Reaction Works

α-Imino gold carbene intermediate is produced from 1-(2′-azidoaryl) propynols, which triggers a 1,2-carbon migration and is converted to 2,3-disubstituted 4-quinolones. The reaction works under mild conditions and tolerates various functional groups.

Green synthesis of Opuntia-derived carbon nanodots for the catalytic decolourization of cationic dyes

2020 ◽  
Vol 44 (46) ◽  
pp. 20001-20012
Author(s):  
Sabrina A. Beker ◽  
Adam Truskewycz ◽  
Ivan Cole ◽  
Andrew S. Ball
Keyword(s):  
Green Synthesis ◽  
Functional Groups ◽  
Cationic Dyes ◽  
Carbon Nanodots ◽  
Mild Conditions

Carbon nanodots, rich in functional groups and synthesised using green precursors, catalyse the decolourization of dyes under mild conditions.

A copper-catalyzed insertion of sulfur dioxide via radical coupling

2020 ◽  
Vol 56 (21) ◽  
pp. 3225-3228 ◽  
Author(s):  
Jun Zhang ◽  
Min Yang ◽  
Jin-Biao Liu ◽  
Fu-Sheng He ◽  
Jie Wu
Keyword(s):  
Sulfur Dioxide ◽  
Radical Coupling ◽  
Mild Conditions

A copper-catalyzed reaction of O-acyl oximes, DABCO·(SO2)2, and 2H-azirines is developed under mild conditions, leading to diverse tetrasubstituted β-sulfonyl N-unprotected enamines with excellent stereoselectivity and regioselectivity.

Insertion of sulfur dioxide via a radical process: an efficient route to sulfonyl compounds

2018 ◽  
Vol 5 (4) ◽  
pp. 691-705 ◽  
Author(s):  
Guanyinsheng Qiu ◽  
Kaida Zhou ◽  
Liang Gao ◽  
Jie Wu
Keyword(s):  
Sulfur Dioxide ◽  
Radical Process ◽  
Mild Conditions ◽  
Recent Advances ◽  
Efficient Route

This review is focused on the recent advances in the chemistry of sulfur dioxide fixation through a radical process. Diverse sulfonyl compounds can be obtained efficiently under mild conditions.

Cerium(IV) Tetrabutylammonium Nitrate (CTAN): A Mild and Efficient N-dearylation Agent for Synthesis of N-unsubstituted 2-azetidinones

2017 ◽  
Vol 41 (4) ◽  
pp. 246-249 ◽  
Author(s):  
Maaroof Zarei
Keyword(s):  
Functional Groups ◽  
Room Temperature ◽  
Mild Conditions ◽  
Tetrabutylammonium Nitrate

A simple and efficient protocol for the conversion of N-p-methoxyphenyl, N-p-ethoxyphenyl, N-p-methoxynaphthyl, N-3,4-dimethoxybenzyl and N-p-methoxybenzyl-2-azetidinones to N-unsubstituted 2-azetidinones using cerium(IV) tetrabutylammonium nitrate (CTAN) in dichloromethane is described. The method is compatible with a number of functional groups, and N-unsubstituted 2-azetidinones can be prepared under mild conditions at room temperature. The reaction is rapid, and pure products are obtained in good yields.

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