Synthesis of γ-alkenylated δ-sultones via Brønsted base-catalyzed Michael addition-SuFEx click reaction of allyl ketones and ethenesulfonyl fluorides DOI Creative Commons
Lin He, Fang Zhang, Qichao Zhang

и другие.

Опубликована: Ноя. 17, 2022

A tandem annulation reaction of allyl ketones and ethenesulfonyl fluoride has been described. Under the catalysis Brønsted base, vinyl reacted with through a cascade intermolecular Michael addition-intramolecular SuFEx process to afford γ-alkenylated δ-sultones in good excellent yields. In this reaction, no additional base was needed, 4 Å Molecular sieves used as efficient HF scavenger restrict neutralization deactivation catalyst.

Язык: Английский

Recent developments on 1,2-difunctionalization and hydrofunctionalization of unactivated alkenes and alkynes involving C–S bond formation DOI

Bo Dong,

Jian Shen, Lan‐Gui Xie

и другие.

Organic Chemistry Frontiers, Год журнала: 2023, Номер 10(5), С. 1322 - 1345

Опубликована: Янв. 1, 2023

Functionalization of alkenes/alkynes is a highly effective route to achieve molecular complexity. This review summarizes recent progresses on the 1,2-difunctionalization/hydrofunctionalization unactivated with C−S bond formation.

Язык: Английский

Процитировано

67

Regio- and stereoselective oxidative conversion of alkynes to sulfenylated α,β-unsaturated carbonyls DOI

Meizhong Tang,

Ye‐Xin Wang, Shenlin Huang

и другие.

Organic Chemistry Frontiers, Год журнала: 2023, Номер 10(10), С. 2416 - 2421

Опубликована: Янв. 1, 2023

An electrophilic sulfenylation promoted oxidation of alkynes is presented, providing the chemo-, regio- and stereoselective synthesis α-sulfenylated α,β-unsaturated aldehydes.

Язык: Английский

Процитировано

8

Regio- and Stereoselective Synthesis of β-Methylthio Vinyl Triflates DOI

Meizhong Tang,

Yongjiao Wei,

Shenlin Huang

и другие.

Organic Letters, Год журнала: 2022, Номер 24(38), С. 7026 - 7030

Опубликована: Сен. 21, 2022

Vinyl triflates are commonly employed as electrophilic vinyl sources in complex synthesis. The triflation of enolates is required for the preparation triflates, generally under strongly basic conditions. Herein, reaction between alkynes and dimethyl(methylthio)sulfonium trifluoromethanesulfonate presented, which leads to development a facile synthesis β-methylthio chemo-, regio-, stereoselective manner neutral extremely simple

Язык: Английский

Процитировано

10

Substituted pyrroles based on ketones: prospects of application and advances in synthesis DOI
А. В. Иванов, Victoriya S. Shcherbakova, Lyubov N. Sobenina

и другие.

Russian Chemical Reviews, Год журнала: 2023, Номер 92(9), С. RCR5090 - RCR5090

Опубликована: Авг. 6, 2023

The review addresses the applications of pyrroles and compounds based on them in pharmaceutics various branches technology which pyrrole plays a key role. emphasis is put studies that were not covered previous reviews. second part summarizes published data last 15 years synthesis from widely encountered carbonyl compounds, chosen because ready availability possibility varying substituents. This type systematization proposed for first time.<br>The bibliography includes 199 references. references

Язык: Английский

Процитировано

4

Practical synthesis of unsymmetrical disulfides promoted by bromodimethylsulfonium bromide DOI

Bo Dong,

Yifeng Chen,

Shubing Xie

и другие.

Organic & Biomolecular Chemistry, Год журнала: 2022, Номер 21(5), С. 930 - 934

Опубликована: Дек. 28, 2022

Oxidative cross-coupling of two thiols is the most direct tool for synthesis unsymmetrical disulfides and highly desirable across academia industry. However, inevitable formation significant amounts corresponding symmetrical by-products a major issue. We herein present method toward in which homo-coupling effectively inhibited by adding sequentially, taking advantage rapid oxidation thiol bromodimethylsulfonium bromide.

Язык: Английский

Процитировано

6

Acid-Promoted Carbosulfenylation of 1,6-Dienes: Selective Synthesis of Dehydropiperidines Scaffolds DOI

Arunachalam Kesavan,

Akshaya K. Sahu,

Pazhamalai Anbarasan

и другие.

Organic Letters, Год журнала: 2023, Номер 25(26), С. 4765 - 4769

Опубликована: Июнь 26, 2023

An efficient method for the acid-catalyzed carbosulfenylation of 1,6-diene has been achieved employing N-(aryl/alkylthio)succinimides as a thiolating reagent. The reaction involves generation an episulfonium ion followed by intramolecular trapping with alkenes, which offers access to diverse thiolated dehydropiperidines in good yield. In addition, synthesis dihydropyran and cyclohexene derivatives, well conversion arylthiol moiety useful functional groups, were also demonstrated.

Язык: Английский

Процитировано

1

Electrophilic Sulfenylation/Cyclization of N‐Aryl and N‐Benzyl Propynamides: Synthesis of Sulfenyl Quinolinones and 3H‐Benzo[c]azepin‐3‐ones DOI
Ping Yang,

Meizhong Tang,

Yankui Liu

и другие.

Asian Journal of Organic Chemistry, Год журнала: 2023, Номер 12(8)

Опубликована: Июль 22, 2023

Abstract Quinolinones and benzo[ c ]azepinones are important cores in biologically active molecules. We report the cyclization of N ‐substituted propynamides, initiated by readily available electrophilic sulfenylating agent, enabling synthesis quinolinones exceedingly simple conditions. The approach shows excellent generality to substrates tolerability functional groups. anti‐inflammatory effect newly synthesized 3‐sulfenyl quinolinone 4‐sulfenyl ]azepinone products tested, two compounds confirmed have inhibitive on TNF‐α expression.

Язык: Английский

Процитировано

1

Synthesis of Aryl Thioalkynes Enabled by Electrophilic Sulfenylation of Alkynes and the Following Elimination DOI

Meizhong Tang,

Ye Wang, Shenlin Huang

и другие.

The Journal of Organic Chemistry, Год журнала: 2023, Номер 88(21), С. 15466 - 15472

Опубликована: Окт. 20, 2023

An unexpected deprotonative process of thiirenium ions is presented, which provides a new synthesis aryl thioalkynes directly from terminal alkynes via the electrophilic activation carbon-carbon triple bonds. The conditions are well compatible with various functional-group-substituted alkynes. direct elimination ion intermediate, or its tautomer, benzyl vinyl carbocation, supported by control experiments and labeling reaction.

Язык: Английский

Процитировано

1

Five-membered ring systems: pyrroles and benzo analogs DOI
Justin M. Lopchuk

Progress in heterocyclic chemistry, Год журнала: 2023, Номер unknown, С. 199 - 250

Опубликована: Янв. 1, 2023

Язык: Английский

Процитировано

1

The Difunctionalization of Alkenes Completed by DMTSM and CF3SO2Na without Metal Catalysts DOI
Rulong Yan, Siwei Shen,

Jinzhao Gao

и другие.

Synlett, Год журнала: 2024, Номер 35(17), С. 2032 - 2036

Опубликована: Март 7, 2024

Abstract The electrophilic thiolation of alkenes initiated by DMTSM and the addition CF3SO2Na in one pot has been developed. This reaction also can be extended to ArSO2Na. protocol features a good substrate scope, simple procedures, mild conditions affords desired products moderate yields without metal catalysts.

Язык: Английский

Процитировано

0