Traceless Directing Groups in Sustainable Metal-Catalyzed C–H Activation DOI Open Access
Αθανάσιος Ζαρκαδούλας, Ioanna Zgouleta, Nikolaos V. Tzouras

и другие.

Catalysts, Год журнала: 2021, Номер 11(5), С. 554 - 554

Опубликована: Апрель 27, 2021

Sustainable transformations towards the production of valuable chemicals constantly attract interest, both in terms academic and applied research. C–H activation has long been scrutinized this regard, given that it offers a straightforward pathway to prepare compounds great significance. In context, directing groups (DG) have paved way for chemical had not achievable using traditional reactions. Few steps, high yields, selectivity inert substrates are some invaluable assets directed catalysis. Additionally, employment traceless (TDG) greatly improves simplifies strategy, enabling realization multi-step reactions one-pot, cascade procedures. Cheap, abundant, readily available transition metal salts complexes can catalyze plethora employing TDGs, usually under low catalyst loadings—rarely stoichiometric amounts, leading greater atom economy milder conditions with increased yields step-economy. This review article summarizes all work done on TDG-assisted catalysis manganese, iron, cobalt, nickel, or copper catalysts, discusses structure-activity relationships observed, by presenting catalytic pathways range reported thus far.

Язык: Английский

Synthesis of Indenone Derivatives by Rh(III)-Catalyzed C–H Functionalization of Sulfoxonium Ylides with 1,3-Diynes DOI
Sanjeev Kumar, Saiprasad Nunewar,

Tharun Kumar Sabbi

и другие.

Organic Letters, Год журнала: 2022, Номер 24(18), С. 3395 - 3400

Опубликована: Май 5, 2022

The transition-metal-catalyzed C-H functionalization of sulfoxonium ylides with alkynes formally participates in [4 + 2] annulations to deliver the naphthol scaffolds. In contrast, herein we disclose first Rh(III)-catalyzed activation, followed by redox-neutral [3 annulation 1,3-diynes, which delivers alkynated indenone derivatives. This protocol features a good functional group tolerance, broad substrate scope, moderate excellent yields, and mild reaction conditions. mechanism was supported through ESI-HRMS characterizing key intermediates catalytic cycle.

Язык: Английский

Процитировано

24

The Pyridotriazole Works as a Traceless Directing Group: A C–H Activation/Annulation Cascade Reaction with Iodonium Ylides DOI

Guanghui Lv,

Qingyao Zhang,

Cuimei Zhang

и другие.

Organic Letters, Год журнала: 2023, Номер 25(22), С. 4022 - 4027

Опубликована: Май 26, 2023

A novel Rh-catalyzed cascade reaction of pyridotriazoles with iodonium ylides is reported. This one-pot procedure involves a triazole-directed ortho-position C–H carbene insertion, followed by intramolecular denitrogenation annulation. It was noteworthy that this provided straightforward access to 1H-isochromene frameworks excellent yields (up 94% yield).

Язык: Английский

Процитировано

14

Hydrogen Source Tuned Regiodivergent Asymmetric Hydroalkylations of 2‐Substituted 1,3‐Dienes with Aldehydes by Cobalt‐Catalysis DOI

Xian‐Wang Zeng,

Jia‐Ni Lin,

Wei Shu

и другие.

Angewandte Chemie International Edition, Год журнала: 2024, Номер 63(23)

Опубликована: Апрель 3, 2024

Abstract Catalytic methods allowing for the reliable prediction and control of diverse regioselectivity along with enantioselectivity to access different regio‐ enantiomers by switching least reaction parameters are one most attractive ways in organic synthesis, which provide enantioenriched architectures from identical starting materials. Herein, a Co‐catalyzed regiodivergent enantioselective reductive hydroalkylation 1,3‐dienes aldehydes has been achieved, furnishing homoallylic alcohol good levels enantioselectivity. The features switch tuned selection proton source. use an acid as source provided asymmetric 1,2‐hydroalkylation products under conditions, yet 4,3‐hydroalkylation were obtained silane hydride This catalytic protocol allows alcohols two continuous saturated carbon centers regio‐, diastereo‐,

Язык: Английский

Процитировано

6

Palladium-Catalyzed Annulations via Sequential C–H Activations of C(sp2)–H/C(sp3)–H or C(sp3)–H/C(sp3)–H Bonds DOI Creative Commons

Wan‐Xu Wei,

Mateusz Czajkowski,

Yangjin Kuang

и другие.

ACS Catalysis, Год журнала: 2024, Номер 14(9), С. 6535 - 6546

Опубликована: Апрель 15, 2024

Palladium-catalyzed C–H annulation reactions represent a compelling strategy to construct complex ring systems with high step economy. While there are many approaches annulate structures by activation of single bond, transformations that proceed multiple bonds less explored. This is especially true for examples where one the reacting located at an sp3 center. However, exciting developments in palladium-catalyzed continue expand scope these and provide innovative strategies challenging carbon–carbon bonds. From discoveries, sequential activations have emerged as powerful tool access through C(sp2)–H/C(sp3)–H or C(sp3)–H/C(sp3)–H In this Perspective, we showcase recent use order highlight synthetic potential activation-enabled annulations inspire future disconnections diverse scaffold synthesis.

Язык: Английский

Процитировано

6

Traceless Directing Groups in Sustainable Metal-Catalyzed C–H Activation DOI Open Access
Αθανάσιος Ζαρκαδούλας, Ioanna Zgouleta, Nikolaos V. Tzouras

и другие.

Catalysts, Год журнала: 2021, Номер 11(5), С. 554 - 554

Опубликована: Апрель 27, 2021

Sustainable transformations towards the production of valuable chemicals constantly attract interest, both in terms academic and applied research. C–H activation has long been scrutinized this regard, given that it offers a straightforward pathway to prepare compounds great significance. In context, directing groups (DG) have paved way for chemical had not achievable using traditional reactions. Few steps, high yields, selectivity inert substrates are some invaluable assets directed catalysis. Additionally, employment traceless (TDG) greatly improves simplifies strategy, enabling realization multi-step reactions one-pot, cascade procedures. Cheap, abundant, readily available transition metal salts complexes can catalyze plethora employing TDGs, usually under low catalyst loadings—rarely stoichiometric amounts, leading greater atom economy milder conditions with increased yields step-economy. This review article summarizes all work done on TDG-assisted catalysis manganese, iron, cobalt, nickel, or copper catalysts, discusses structure-activity relationships observed, by presenting catalytic pathways range reported thus far.

Язык: Английский

Процитировано

28