Remote Fluorination and Fluoroalkyl(thiol)ation Reactions DOI
Fa‐Guang Zhang, Xueqi Wang, Yin Zhou

и другие.

Chemistry - A European Journal, Год журнала: 2020, Номер 26(67), С. 15378 - 15396

Опубликована: Авг. 12, 2020

Abstract Remote functionalization reactions have the power to transform a C−H (or C−C) bond at distant position from functional group. This Review summarizes recent advances and key breakthroughs in remote fluorination, trifluoromethylation, difluoromethylation, trifluoromethylthiolation, fluoroalkenylation reactions. Several powerful strategies emerged control reactivity distal selectivity such as undirected radical approach, 1,5‐hydrogen atom transfer, metal migration, use of directing groups, ring‐opening These unconventional predictable (and transformations should allow for preparation wide range otherwise‐difficult‐to‐access alkyl, aromatic, heteroaromatic, structurally complex fluorides.

Язык: Английский

Site-selective coupling of remote C(sp3)–H/meta-C(sp2)–H bonds enabled by Ru/photoredox dual catalysis and mechanistic studies DOI Creative Commons
Hongchao Liu, Xiangtao Kong,

Xiao-Ping Gong

и другие.

Chemical Science, Год журнала: 2022, Номер 13(18), С. 5382 - 5389

Опубликована: Янв. 1, 2022

Construction of C(sp2)-C(sp3) bonds via regioselective coupling C(sp2)-H/C(sp3)-H is challenging due to the low reactivity and regioselectivity C-H bonds. Here, a novel photoinduced Ru/photocatalyst-cocatalyzed cross-dehydrogenative dual remote bonds, including inert γ-C(sp3)-H in amides meta-C(sp2)-H arenes, construct meta-alkylated arenes has been accomplished. This metallaphotoredox-enabled site-selective between C(sp3)-H characterized by its unique site-selectivity, redox-neutral conditions, broad substrate scope wide use late-stage functionalization bioactive molecules. Moreover, this reaction represents case unactivated alkanes new catalytic process provides strategy for meta-functionalized under mild conditions. Density functional theory (DFT) calculations control experiments explained site-selectivity detailed mechanism reaction.

Язык: Английский

Процитировано

36

Visible-light-initiated catalyst-free trifluoromethylselenolation of arylsulfonium salts with [Me4N][SeCF3] DOI
Zeyu Tian, Cheng‐Pan Zhang

Organic Chemistry Frontiers, Год журнала: 2022, Номер 9(8), С. 2220 - 2227

Опубликована: Янв. 1, 2022

Catalyst-free visible-light irradiation has leveraged the big redox potential gaps between arylsulfonium salts and [Me 4 N][SeCF 3 ], which combined with sulfenylation processes offers convenient selective C–H trifluoromethylselenolation.

Язык: Английский

Процитировано

34

ipso-Cyclization of unactivated biaryl ynones leading to thio-functionalized spirocyclic enones DOI
Chada Raji Reddy,

Uprety Ajaykumar,

Amol D. Patil

и другие.

Organic & Biomolecular Chemistry, Год журнала: 2023, Номер 21(31), С. 6379 - 6388

Опубликована: Янв. 1, 2023

Dearomative ipso -annulation of unactivated biaryl ynones using AgSCN/AgSCF 3 as the radical source in presence CAN DMSO is disclosed.

Язык: Английский

Процитировано

17

Copper-Catalyzed Remote C(sp3)–H Amination of Carboxamides DOI
Qingqiang Min, Jiawen Yang,

Meng-Juan Pang

и другие.

Organic Letters, Год журнала: 2020, Номер 22(7), С. 2828 - 2832

Опубликована: Март 24, 2020

Here we report a method for the site-selective intermolecular C(sp3)-H amination of carboxamides by merging transition-metal catalysis and hydrogen atom transfer strategy. The reaction proceeds through sequence favorable single-electron transfer, 1,5-hydrogen C-N cross-coupling steps, thus allowing access to series desired products. This could accommodate wide diversity nitrogen nucleophiles as well demonstrate excellent chemoselectivity functional group compatibility.

Язык: Английский

Процитировано

48

Remote Fluorination and Fluoroalkyl(thiol)ation Reactions DOI
Fa‐Guang Zhang, Xueqi Wang, Yin Zhou

и другие.

Chemistry - A European Journal, Год журнала: 2020, Номер 26(67), С. 15378 - 15396

Опубликована: Авг. 12, 2020

Abstract Remote functionalization reactions have the power to transform a C−H (or C−C) bond at distant position from functional group. This Review summarizes recent advances and key breakthroughs in remote fluorination, trifluoromethylation, difluoromethylation, trifluoromethylthiolation, fluoroalkenylation reactions. Several powerful strategies emerged control reactivity distal selectivity such as undirected radical approach, 1,5‐hydrogen atom transfer, metal migration, use of directing groups, ring‐opening These unconventional predictable (and transformations should allow for preparation wide range otherwise‐difficult‐to‐access alkyl, aromatic, heteroaromatic, structurally complex fluorides.

Язык: Английский

Процитировано

46