Iron(II)‐Catalyzed Cyanoalkylsulfonylation/Annulation Cascades toward Functionalized Sulfonylated Pyrrolidone Alkylnitriles DOI
Jiapian Huang,

Shujuan Xu,

Jia Zhu

и другие.

Advanced Synthesis & Catalysis, Год журнала: 2023, Номер 365(8), С. 1179 - 1184

Опубликована: Апрель 1, 2023

Abstract Under heating conditions, an iron(II)‐catalyzed cascade cyanoalkylsulfonylation/cyclization reaction is developed to produce cyanoalkylsulfonylated pyrrolidones bearing with a free CN moiety. This alkyl radical disconnection and annulation protocol enjoys chemo‐ regioselectivity the tolerance toward range of functional groups. The reactive cyanoalkyl radical, which was originated from ring‐opening cyclic imine found be capable capturing in‐situ generated “SO 2 ” species DABSO, thus leading production sulfonyl subsequent alkene sequences. magnified image

Язык: Английский

Three-Component Synthesis of Multiple Functionalized Allenes via Copper/Photoredox Dual Catalyzed 1,4-Alkylcyanation of 1,3-Enynes DOI

Yue Pu,

Shumin Ding, Hai‐Xia Zhao

и другие.

Organic Letters, Год журнала: 2024, Номер 26(9), С. 1834 - 1839

Опубликована: Фев. 22, 2024

Efficient access to multiple functionalized allenes via a three component 1,4-alkylcyanation of enynes with cyclic alcohol derivatives in the presence trimethylsilyl cyanide (TMSCN) under copper/photoredox dual catalysis has been developed. Both easily transformable aldehyde and cyano groups were introduced tetra-substituted through light-induced C–C bond cleavage butanol pentanol derivatives. The reactions proceeded smoothly mild conditions broad functional tolerance.

Язык: Английский

Процитировано

8

Copper-catalyzed photoredox 1,4-amidocyanation of 1,3-enynes with N-amidopyridin-1-ium salts and TMSCN: Facile access to α-amido allenyl nitriles DOI

Liangfeng Yang,

Liang Zeng,

Yanping Zhu

и другие.

Chinese Chemical Letters, Год журнала: 2024, Номер 35(11), С. 109685 - 109685

Опубликована: Март 1, 2024

Язык: Английский

Процитировано

8

Construction of Non-Biaryl Atropisomeric Amide Scaffolds Bearing a C–N Axis via Enantioselective Catalysis DOI Creative Commons
Xiao Xiao, Biao Chen,

Yi-Ping Yao

и другие.

Molecules, Год журнала: 2022, Номер 27(19), С. 6583 - 6583

Опубликована: Окт. 4, 2022

The significant scaffold offered by atropisomeric amides with a C–N chiral axis has been extensively utilized for pharmaceuticals, agricultural science, and organic syntheses. As result, the field of atropisomer synthesis attracted considerable interest within chemistry communities. To date, range catalytic atroposelective approaches reported efficient construction these challenging scaffolds. However, greatly concise highly useful methodologies compounds, focusing on transition-metal, amine, phosphoric acid catalysis reactions, etc., are still desirable. Hence, it is indispensable to succinctly systematically present all such reports means disclosing mechanistic analysis application, as well challenges issues associated establishment atropisomers. In this review, we summarize development asymmetric synthetic strategies access non-biaryl atropisomers rotating around axis, including reaction methods, mechanism, late-stage transformations, applications.

Язык: Английский

Процитировано

24

Copper-Catalyzed 1,4-Trifluoromethylthio-Arylsulfonylation of 1,3-Enynes via the Insertion of Sulfur Dioxide DOI

Hongzhuo Song,

Xuemei Zhang, Gang Chen

и другие.

Organic Letters, Год журнала: 2023, Номер 25(31), С. 5916 - 5921

Опубликована: Июль 27, 2023

A copper-catalyzed trifluoromethylthio-arylsulfonylation between 1,3-enynes, AgSCF3, aryldiazonium tetrafluoroborates, and SO2 (from SOgen) is presented, which could introduce sulfone, SCF3, allene moieties into one molecule simultaneously. This strategy features mild reaction conditions, good substrate compatibility, excellent regioselectivity. The products obtained have the potential for further conversion other valuable compounds. Initial investigations mechanism suggest that it may proceed via a radical pathway. Notably, SOgen was proven as uniquely effective surrogate in this transformation.

Язык: Английский

Процитировано

17

Iron(II)‐Catalyzed Cyanoalkylsulfonylation/Annulation Cascades toward Functionalized Sulfonylated Pyrrolidone Alkylnitriles DOI
Jiapian Huang,

Shujuan Xu,

Jia Zhu

и другие.

Advanced Synthesis & Catalysis, Год журнала: 2023, Номер 365(8), С. 1179 - 1184

Опубликована: Апрель 1, 2023

Abstract Under heating conditions, an iron(II)‐catalyzed cascade cyanoalkylsulfonylation/cyclization reaction is developed to produce cyanoalkylsulfonylated pyrrolidones bearing with a free CN moiety. This alkyl radical disconnection and annulation protocol enjoys chemo‐ regioselectivity the tolerance toward range of functional groups. The reactive cyanoalkyl radical, which was originated from ring‐opening cyclic imine found be capable capturing in‐situ generated “SO 2 ” species DABSO, thus leading production sulfonyl subsequent alkene sequences. magnified image

Язык: Английский

Процитировано

15