Recent Advances in the Enantioselective Radical Reactions DOI Creative Commons
Tomasz Bauer, Yusuf Zaim Hakim, Paulina Morawska

et al.

Molecules, Journal Year: 2023, Volume and Issue: 28(17), P. 6252 - 6252

Published: Aug. 25, 2023

The review covers research published since 2017 and is focused on enantioselective synthesis using radical reactions. It describes recent approaches to the asymmetric of chiral molecules based application metal catalysis, dual organocatalysis finally, pure including enzyme catalysis. This focuses synthetic aspects methodology tries show which compounds can be obtained in enantiomerically enriched forms.

Language: Английский

Direct Photocatalyzed Hydrogen Atom Transfer (HAT) for Aliphatic C–H Bonds Elaboration DOI Creative Commons
Luca Capaldo, Davide Ravelli, Maurizio Fagnoni

et al.

Chemical Reviews, Journal Year: 2021, Volume and Issue: 122(2), P. 1875 - 1924

Published: Aug. 6, 2021

Direct photocatalyzed hydrogen atom transfer (d-HAT) can be considered a method of choice for the elaboration aliphatic C–H bonds. In this manifold, photocatalyst (PCHAT) exploits energy photon to trigger homolytic cleavage such bonds in organic compounds. Selective bond may achieved by judicious abstractor (key parameters are electronic character and molecular structure), as well reaction additives. Different classes PCsHAT available, including aromatic ketones, xanthene dyes (Eosin Y), polyoxometalates, uranyl salts, metal-oxo porphyrin tris(amino)cyclopropenium radical dication. The processes (mainly C–C formation) most cases carried out under mild conditions with help visible light. aim review is offer comprehensive survey synthetic applications d-HAT.

Language: Английский

Citations

801

Visible Light-Induced Transition Metal Catalysis DOI
Kelvin Pak Shing Cheung, Sumon Sarkar, Vladimir Gevorgyan

et al.

Chemical Reviews, Journal Year: 2021, Volume and Issue: 122(2), P. 1543 - 1625

Published: Oct. 8, 2021

In recent years, visible light-induced transition metal catalysis has emerged as a new paradigm in organic photocatalysis, which led to the discovery of unprecedented transformations well improvement known reactions. this subfield complex serves double duty by harvesting photon energy and then enabling bond forming/breaking events mostly via single catalytic cycle, thus contrasting established dual photocatalysis an exogenous photosensitizer is employed. addition, approach often synergistically combines catalyst–substrate interaction with photoinduced process, feature that uncommon conventional photoredox chemistry. This Review describes early development advances emerging field.

Language: Английский

Citations

549

A practical FeCl3/HCl photocatalyst for versatile aliphatic C–H functionalization DOI Creative Commons

Zhen-Yao Dai,

Shuo‐Qing Zhang, Xin Hong

et al.

Chem Catalysis, Journal Year: 2022, Volume and Issue: 2(5), P. 1211 - 1222

Published: April 20, 2022

Language: Английский

Citations

86

Transition-metal-catalyzed C–H bond alkylation using olefins: recent advances and mechanistic aspects DOI
Debasish Mandal,

Sumali Roychowdhury,

Jyoti Prasad Biswas

et al.

Chemical Society Reviews, Journal Year: 2022, Volume and Issue: 51(17), P. 7358 - 7426

Published: Jan. 1, 2022

Transition metal catalysis has contributed immensely to C-C bond formation reactions over the last few decades, and alkylation is no exception. The superiority of such methodologies traditional evident from minimal reaction steps, shorter times, atom economy while also allowing control regio- stereo-selectivity. In particular, hydrocarbonation alkenes grabbed increased attention due its fundamental ability effectively selectively synthesise a wide range industrially pharmaceutically relevant moieties. This review attempts provide scientific viewpoint systematic analysis recent developments in transition-metal-catalyzed various C-H bonds using simple activated olefins. key features mechanistic studies involved these transformations are described briefly.

Language: Английский

Citations

81

External photocatalyst-free C-H alkylation of N-sulfonyl ketimines with alkanes under visible light DOI

Hai‐Yang Song,

Fang Xiao,

Jun Jiang

et al.

Chinese Chemical Letters, Journal Year: 2023, Volume and Issue: 34(9), P. 108509 - 108509

Published: April 28, 2023

Language: Английский

Citations

53

Recent advances of decatungstate photocatalyst in HAT process DOI
Praveen P. Singh, Surabhi Sinha, Prashant Gahtori

et al.

Organic & Biomolecular Chemistry, Journal Year: 2024, Volume and Issue: 22(13), P. 2523 - 2538

Published: Jan. 1, 2024

The decatungstate anion (W

Language: Английский

Citations

28

Decatungstate-photocatalyzed direct acylation of N-heterocycles with aldehydes DOI
Zhiyang Zhang,

Fukun Cheng,

Xinyu Ma

et al.

Green Chemistry, Journal Year: 2024, Volume and Issue: 26(12), P. 7331 - 7336

Published: Jan. 1, 2024

A novel photocatalytic acylation strategy was developed harnessing tetrabutylammonium decatungstate (TBADT) as a hydrogen atom transfer (HAT) photocatalyst to facilitate the direct coupling of aldehydes with N-heterocycles at ambient temperature.

Language: Английский

Citations

17

C–H Bonds as Functional Groups: Simultaneous Generation of Multiple Stereocenters by Enantioselective Hydroxylation at Unactivated Tertiary C–H Bonds DOI Creative Commons
Andrea Palone, Guillem Casadevall, Sergi Ruiz‐Barragán

et al.

Journal of the American Chemical Society, Journal Year: 2023, Volume and Issue: 145(29), P. 15742 - 15753

Published: July 11, 2023

Enantioselective C–H oxidation is a standing chemical challenge foreseen as powerful tool to transform readily available organic molecules into precious oxygenated building blocks. Here, we describe catalytic enantioselective hydroxylation of tertiary bonds in cyclohexane scaffolds with H2O2, an evolved manganese catalyst that provides structural complementary the substrate similarly lock-and-key recognition operating enzymatic active sites. Theoretical calculations unveil enantioselectivity governed by precise fitting scaffold site, through network weak non-covalent interactions. Stereoretentive C(sp3)–H results single-step generation multiple stereogenic centers (up 4) can be orthogonally manipulated conventional methods providing rapid access, from single precursor variety chiral scaffolds.

Language: Английский

Citations

23

Visible-light induced direct C(sp3)–H functionalization: recent advances and future prospects DOI
Jia‐Lin Tu, Yining Zhu, Pengcheng Li

et al.

Organic Chemistry Frontiers, Journal Year: 2024, Volume and Issue: 11(18), P. 5278 - 5305

Published: Jan. 1, 2024

This review summarizes the latest methodological advances in photocatalytic C(sp 3 )–H functionalization, with a particular emphasis on formation of C–P, C–B, C–S bonds, etc ., and some prominent efforts asymmetric C–H functionalization.

Language: Английский

Citations

15

Tetrabutylammonium decatungstate (TBADT), a compelling and trailblazing catalyst for visible-light-induced organic photocatalysis DOI
Bor‐Cherng Hong, Ranadheer Reddy Indurmuddam

Organic & Biomolecular Chemistry, Journal Year: 2024, Volume and Issue: 22(19), P. 3799 - 3842

Published: Jan. 1, 2024

Tetrabutylammonium decatungstate (TBADT) has recently emerged as an intriguing photocatalyst under visible-light or near-visible-light irradiation in a wide range of organic reactions that were previously not conceivable. Given its ability to absorb visible light and excellent effectiveness activating unactivated chemical bonds, it is promising addition traditional photocatalysts. This review covers some the contemporary developments photocatalysis enabled by TBADT catalyst 2023, with contents organized reaction type.

Language: Английский

Citations

14