Selective decarbonylation via transition-metal-catalyzed carbon–carbon bond cleavage

H Lu, TY Yu, PF Xu, H Wei - Chemical Reviews, 2020 - ACS Publications
Transition-metal-catalyzed decarbonylation via carbon–carbon bond cleavage is an
essential synthetic methodology. Given the ubiquity of carbonyl compounds, the selective …

Ligand-Controlled Chemoselective C(acyl)–O Bond vs C(aryl)–C Bond Activation of Aromatic Esters in Nickel Catalyzed C(sp2)–C(sp3) Cross-Couplings

A Chatupheeraphat, HH Liao… - Journal of the …, 2018 - ACS Publications
A ligand-controlled and site-selective nickel catalyzed Suzuki–Miyaura cross-coupling
reaction with aromatic esters and alkyl organoboron reagents as coupling partners was …

Divergent Transformations of Aromatic Esters: Decarbonylative Coupling, Ester Dance, Aryl Exchange, and Deoxygenative Coupling

M Kubo, J Yamaguchi - Accounts of Chemical Research, 2024 - ACS Publications
Conspectus Aromatic esters are cost-effective, versatile, and commonly used scaffolds that
are readily synthesized or encountered as synthetic intermediates. While most conventional …

Methyl esters as cross-coupling electrophiles: Direct synthesis of amide bonds

YL Zheng, SG Newman - ACS Catalysis, 2019 - ACS Publications
Amide bond formation and transition metal-catalyzed cross-coupling are two of the most
frequently used chemical reactions in organic synthesis. Recently, an overlap between …

Decarbonylative C–P bond formation using aromatic esters and organophosphorus compounds

R Isshiki, K Muto, J Yamaguchi - Organic letters, 2018 - ACS Publications
Ni-catalyzed C–P bond formation was achieved using aromatic esters as unconventional
aryl sources. The key to success was the use of a thiophene-based diphosphine ligand …

Cross-coupling of amides with alkylboranes via nickel-catalyzed C–N bond cleavage

X Liu, CC Hsiao, L Guo, M Rueping - Organic letters, 2018 - ACS Publications
A protocol for the nickel-catalyzed alkylation of amides was established. The use of
alkylboranes as nucleophilic partners allowed the use of mild reaction conditions and …

Decarbonylative aryl thioether synthesis by Ni catalysis

K Ishitobi, R Isshiki, KK Asahara, C Lim, K Muto… - Chemistry …, 2018 - academic.oup.com
A decarbonylative aryl thioether synthesis by nickel catalysis is described. After optimization
of the reaction conditions, two air-stable Ni catalytic systems [Ni (OAc) 2/P n Bu3 and Ni …

Decarbonylative methylation of aromatic esters by a nickel catalyst

T Okita, K Muto, J Yamaguchi - Organic letters, 2018 - ACS Publications
A Ni-catalyzed decarbonylative methylation of aromatic esters was achieved using
methylaluminums as methylating agents. Dimethylaluminum chlorides uniquely worked as …

Catalytic ester to stannane functional group interconversion via decarbonylative cross-coupling of methyl esters

H Yue, C Zhu, M Rueping - Organic letters, 2018 - ACS Publications
An unprecedented conversion of methyl esters to stannanes was realized, providing access
to a series of arylstannanes via nickel catalysis. Various common esters including ethyl …

Ester transfer reaction of aromatic esters with haloarenes and arenols by a nickel catalyst

R Isshiki, N Inayama, K Muto, J Yamaguchi - ACS Catalysis, 2020 - ACS Publications
A catalytic ester transfer reaction of aromatic esters with aryl halides/arenols was developed.
The present reaction can transfer an ester functional group from certain aromatic esters to …