Efficiently Aerobic Dehydrogenation of N‐Heterocycles and Hydrocarbons over MnAl Oxides DOI

Anwei Wang,

Xue Zhou, Jiaqi Yan

et al.

European Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 26(33)

Published: July 28, 2023

Abstract Dehydrogenation of saturated N ‐heterocycles and hydrocarbons provides an important route to corresponding aromatic compounds. Herein, efficient selective MnAlO‐catalyzed aerobic oxidative dehydrogenation five‐ six‐membered ‐heterocycles, imines is presented. The reaction features excellent yields the products, mild conditions, readily available reusable catalyst. Various can be tolerated by system transformed counterparts. Mechanistic studies revealed that proceeds mainly through electron transfer mechanism.

Language: Английский

Unified approaches in transition metal catalyzed C(sp3)–H functionalization: recent advances and mechanistic aspects DOI
Jagrit Grover,

Amal Tom Sebastian,

S.K. Maiti

et al.

Chemical Society Reviews, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 1, 2025

Direct alteration of unactivated C–H bonds organic building blocks.

Language: Английский

Citations

1
C−H Functionalization of Aldehydes and Ketones with Transient Directing Groups: Recent Developments DOI

Hugo Amistadi‐Revol,

Shanshan Liu, Sébastien Prévost

et al.

European Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 26(31)

Published: July 4, 2023

Abstract In order to directly functionalize C−H bonds of complex molecules and, in particular, control the regioselectivity reaction, a wide range directing groups has been used. However, these need be installed and removed for further applications, which may limit use activation synthesis. Concerning aldehydes ketones, transient group strategy recently emerged overcome this drawback. The addition an additive, general amine, allowed situ formation real achieve activation. This review presents latest developments field over period 2020–2023.

Language: Английский

Citations

9
Unlocking Enantioselectivity: Synergy of 2-Pyridone and Chiral Amino Acids in Pd-Catalyzed β-C(sp3)–H Transformations DOI
Nilangshu Mandal,

Partha Mondal,

Sucharita Mandal

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(13), P. 9223 - 9232

Published: June 17, 2024

Enantioselective C(sp3)–H activation has garnered significant attention in synthetic and computational chemistry. Chiral transient directing groups (TDGs) hold promise for enabling Pd(II)-catalyzed enantioselective functionalization. Despite the interest this strategy, it presents a challenge because stereogenic center on chiral TDG is frequently distant from C–H bond, leading to mixture of functionalized products. Our study β-C(sp3)–H arylation aliphatic ketone with amino acids provides sustainable route synthesizing complex molecular scaffolds. The cooperative action 2-pyridone derivatives crucial promoting enantio-discriminating activation, oxidative addition, reductive elimination steps. Using 5-nitro-2-pyridone as optimal external ligand demonstrates its ability achieve highest level enantioselection. In contrast, modeled 3,5-di((trifluoromethyl)sulfonyl)-2-pyridone facilitates most straightforward activation. This underscores pivotal role alkyl substituent at α-position acid (TDG) altering enantioselectivity.

Language: Английский

Citations

1
Efficiently Aerobic Dehydrogenation of N‐Heterocycles and Hydrocarbons over MnAl Oxides DOI

Anwei Wang,

Xue Zhou, Jiaqi Yan

et al.

European Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 26(33)

Published: July 28, 2023

Abstract Dehydrogenation of saturated N ‐heterocycles and hydrocarbons provides an important route to corresponding aromatic compounds. Herein, efficient selective MnAlO‐catalyzed aerobic oxidative dehydrogenation five‐ six‐membered ‐heterocycles, imines is presented. The reaction features excellent yields the products, mild conditions, readily available reusable catalyst. Various can be tolerated by system transformed counterparts. Mechanistic studies revealed that proceeds mainly through electron transfer mechanism.

Language: Английский

Citations

3