Organic Letters, Год журнала: 2024, Номер 26(41), С. 8899 - 8903
Опубликована: Окт. 10, 2024
Site-selective activation of a particular remote C-H bond in molecules with multiple bonds remains challenging organic synthesis. In addition, evolving such transformations via the utilization unconventional techniques is highly desirable. We demonstrated hitherto unexplored double geometry-guided and end-on nitrile-template-assisted
Язык: Английский
Chemical Society Reviews, Год журнала: 2024, Номер unknown
Опубликована: Янв. 1, 2024
Differentiating between two highly similar C-H bonds in a given molecule remains fundamental challenge synthetic organic chemistry. Directing group assisted strategies for the functionalisation of proximal has been known last few decades. However, distal bond is strenuous and requires distinctly specialised techniques. In this review, we summarise advancement Pd-catalysed C(sp
Язык: Английский
Процитировано
11
Chemistry - An Asian Journal, Год журнала: 2022, Номер 17(21)
Опубликована: Сен. 1, 2022
In the arena of functional group-oriented organic synthesis, nitrile or cyano functionality is immense importance. The presence nucleophilic N-atom, π-coordinating ability triple bond, and electrophilic C-center imparts unique interesting reactivities. Owing to transform into various other groups intermediates, chemistry very rich diverse. particular, involvement in numerous reactions such as inter- intramolecular alkyne insertion, [2+2+2] cycloaddition with alkynes, [3+2] azides, [4+2] dienes allow synthesis many important carbo- heterocycles. Furthermore, serves a directing group C-H bond functionalization introduce diverse functionalities participate radical acceptor cascade strategies obtain large variety molecules. This review mainly focuses on reactivity synthetic application including functionalization, cycloaddition, thermal photochemical strategy. objective current aims at bringing out striking collection nitrile-triggered transformations.
Язык: Английский
Процитировано
31
Chemical Communications, Год журнала: 2025, Номер unknown
Опубликована: Янв. 1, 2025
The selective functionalization of C-H bonds in arenes remains a challenging task organic synthesis. While directing group (DG)-assisted strategies for proximal activation are well-established, distal meta and para-C-H has proven more elusive attracted significant interest. Palladium-catalyzed activation, particular, emerged as promising approach achieving site-selectivity these transformations. This review provides comprehensive overview recent advances palladium-catalyzed functionalization, delving into mechanistic details the scope strategies. By summarizing successes challenges this field, we aim to illuminate potential avenues future research development synthetic methodology.
Язык: Английский
Процитировано
0
The Journal of Organic Chemistry, Год журнала: 2023, Номер 88(13), С. 7953 - 7961
Опубликована: Май 26, 2023
In this work, an efficient method for the copper-catalyzed ring-opening hydrolysis of silacyclobutanes to silanols was developed. This strategy has advantages friendly reaction conditions, simple operation, and good functional group compatibility. No additional additives are required in reaction, S-S bond can also be introduced into organosilanol compounds one step. Furthermore, success at gram scale demonstrates great potential developed protocol practical industrial applications.
Язык: Английский
Процитировано
8
Chemical Communications, Год журнала: 2023, Номер 59(46), С. 7084 - 7087
Опубликована: Янв. 1, 2023
Herein, we report the first microwave-assisted remote-C-H functionalization aided by a simple nitrile directing template. Notably, present protocol showed broad substrate scope VIA enabling meta-C-H arylation, acetoxylation, and cyanation. Significantly, microwave-accelerated was effective with short reaction times without compromising yields site selectivity. In addition, ibuprofen drug diversification accomplished carrying out Importantly, meta-dual-hetero has been presented.
Язык: Английский
Процитировано
6
Chemical Communications, Год журнала: 2023, Номер 59(59), С. 9106 - 9109
Опубликована: Янв. 1, 2023
Herein, we report the meta-C-H olefination of arylmethanesulfonates aided by a potentially versatile aliphatic nitrile-directing group under microwave irradiation conditions with fair to very good yields and outstanding regioselectivities. Significantly, protocol showed broad substrate scope including olefin-derived drugs cyclic olefins. Remarkably, dual bond was amenable generating bis-olefination products.
Язык: Английский
Процитировано
4
Organic Chemistry Frontiers, Год журнала: 2024, Номер 11(5), С. 1473 - 1478
Опубликована: Янв. 1, 2024
Here, we report on a microwave-assisted accelerated meta -C–H olefination of aniline derivatives using simple aliphatic end-on nitrile assembly. Notably, the protocol shows broad substrate compatibility with remarkable regio-selectivity.
Язык: Английский
Процитировано
1
The Journal of Organic Chemistry, Год журнала: 2023, Номер 89(1), С. 433 - 451
Опубликована: Дек. 22, 2023
We present here the distal-C–H activation/functionalization of biphenyl scaffolds using aliphatic nitrile templates. The approach has demonstrated good to exclusive meta selectivities over a wide range olefination and acetoxylation substrates. In addition, bis-olefination been accomplished in one-pot, sequential manner. Notably, this technique highlights diversification pharmaceuticals natural products. Consequently, temporary directing template recovered quantitively from coupled product.
Язык: Английский
Процитировано
2
Chemistry - A European Journal, Год журнала: 2024, Номер 30(59)
Опубликована: Авг. 12, 2024
An efficient approach for the synthesis of substituted aryl naphthoquinones via a Pd(II)-catalyzed template-assisted m-C(sp
Язык: Английский
Процитировано
0
Organic Letters, Год журнала: 2024, Номер 26(41), С. 8899 - 8903
Опубликована: Окт. 10, 2024
Site-selective activation of a particular remote C-H bond in molecules with multiple bonds remains challenging organic synthesis. In addition, evolving such transformations via the utilization unconventional techniques is highly desirable. We demonstrated hitherto unexplored double geometry-guided and end-on nitrile-template-assisted
Язык: Английский
Процитировано
0