Ligand‐Controlled Regioselective Hydroacylation Reactions of Methylenecyclobutanes under Rhodium Catalysis DOI
Zhiping Jiang,

Y. Li,

Jun Zhao

et al.

ChemistrySelect, Journal Year: 2024, Volume and Issue: 9(40)

Published: Oct. 1, 2024

Abstract In this study, we report a Rh(I)/dppf catalytic system that can tune the regioselectivity of methylenecyclobutanes. Under optimal reaction conditions, series 1,3‐disubstituted cyclobutanes were prepared in high yields (up to 95%) with excellent (>20:1 r.r.). Scale‐up synthesis cyclobutane product at low catalyst loading (2 mol%) demonstrates robustness dppf‐controlled hydroacylation.

Language: Английский

Rhodium(I) Catalyzed Hydroacylation Reactions of Alkenyl Compounds DOI
Jun Zhao,

Yuan‐Yi Lu,

Rui Wang

et al.

Advanced Synthesis & Catalysis, Journal Year: 2024, Volume and Issue: 366(8), P. 1707 - 1718

Published: March 5, 2024

Abstract Transition‐metal‐catalyzed hydroacylation of unsaturated substrates with aldehydes involving the formyl C( sp 2 )−H bond activation provides an expedient and efficient access to carbonyl compounds such as ketones esters, which are a class important scaffolds in natural products drug development. Recently, extensive attention has been paid reactions components containing alkenyl moiety that can trigger regioselective transformation presence transition metal catalyst. In this review, we summarize constructive endeavors rhodium(I)‐catalyzed (formal) from 2018, plausible pathway is also dissected offer some insights into reaction mechanism.

Language: Английский

Citations

3
Palladium-catalyzed allylic amination of vinyl bicyclo[1.1.0]butanes: a strain release approach toward alkylidenecyclobutanes DOI Creative Commons
Huan Zhang, Wenjie Liang, Jun‐An Xiao

et al.

Green Synthesis and Catalysis, Journal Year: 2024, Volume and Issue: unknown

Published: Nov. 1, 2024

Language: Английский

Citations

2
Regioselective construction of 2-substituted indolines enabled by a rhodium-catalyzed decarboxylation–hydroacylation sequence DOI
Jun Zhao, Wenjing Yang,

Yuan-Yi Lu

et al.

Organic Chemistry Frontiers, Journal Year: 2024, Volume and Issue: 11(19), P. 5495 - 5501

Published: Jan. 1, 2024

Rhodium( i )-catalyzed sequential decarboxylation and hydroacylation of vinyl benzoxazinanones with chelating aldehydes for the highly regioselective synthesis 2-substituted indolines via a new η 2 -Rh complex has been developed.

Language: Английский

Citations

1
Palladium-Catalyzed Regio- and Diastereoselective Hydro(hetero)arylation for Rapid Construction of Quaternary Center Containing Cyclobutanes DOI
Furong Tao,

Shuaikang Li,

Mandalaparthi Phanindrudu

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(34), P. 7222 - 7226

Published: Aug. 19, 2024

Herein we report a Pd-catalyzed regio- and diastereoselective hydro(hetero)arylation of inactivated alkylidenecyclobutanes. This protocol provides rapid atom-economical route to access 3-cyclobutyl (hetero)arenes with good functionalities toleration. With the assistance directing group, nucleophilic attack happened on bulkier γ-position form quaternary carbon center. Furthermore, selected products exhibited antitumor bioactivities.

Language: Английский

Citations

0
Ligand‐Controlled Regioselective Hydroacylation Reactions of Methylenecyclobutanes under Rhodium Catalysis DOI
Zhiping Jiang,

Y. Li,

Jun Zhao

et al.

ChemistrySelect, Journal Year: 2024, Volume and Issue: 9(40)

Published: Oct. 1, 2024

Abstract In this study, we report a Rh(I)/dppf catalytic system that can tune the regioselectivity of methylenecyclobutanes. Under optimal reaction conditions, series 1,3‐disubstituted cyclobutanes were prepared in high yields (up to 95%) with excellent (>20:1 r.r.). Scale‐up synthesis cyclobutane product at low catalyst loading (2 mol%) demonstrates robustness dppf‐controlled hydroacylation.

Language: Английский

Citations

0