One-Step Palladium-Catalyzed Heterocyclic Ring Closure of Benzofurans with Aryl Iodides through a Heck-Type Pathway DOI Creative Commons
Fathy Hassan,

Nivedha Velmurugan,

Yusuke Yamane

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(45), P. 9741 - 9745

Published: Nov. 6, 2024

An operationally simple and robust method for the direct arylation ring closure of benzofurans is reported. Besides mild conditions good reaction yields, methodology applicable a wide range derivatives using commercially available aryl iodides with complete C2 regioselectivity. The proposed to follow Heck-type oxyarylation mechanism. facile synthesis will enable development new materials diverse applications in biology catalysis as precursors organic semiconductors.

Language: Английский

Catalytic Asymmetric Cyclizative Rearrangement of Anilines and Vicinal Diketones to Access 2,2‐Disubstituted Indolin‐3‐ones DOI Creative Commons

Rui Quan,

Xing‐Zi Li,

Zi‐Qi Wang

et al.

Advanced Science, Journal Year: 2024, Volume and Issue: 11(25)

Published: April 24, 2024

Abstract The efficient synthesis of chiral 2,2‐disubstituted indolin‐3‐ones is great importance due to its significant synthetic and biological applications. However, catalytic enantioselective methods for de novo such heterocycles remain scarce. Herein, a novel cyclizative rearrangement readily available anilines vicinal diketones the one‐step construction enantioenriched presented. reaction proceeds through self‐sorted [3+2] heteroannulation/regioselective dehydration/1,2‐ester shift process. Only phosphoric acid employed promote entire sequence simplify manipulation this protocol. Various common aniline derivatives are successfully applied asymmetric as 1,3‐binuclephiles first time. Remarkably, observed stereoselectivity proposed originate from an amine‐directed regio‐ ortho ‐Csp 2 ‐H addition ketones. A range transformations resulting products demonstrated well.

Language: Английский

Citations

4
Enantioselective [3 + 2] annulation of tryptanthrin-derived ketimines and 2-naphthols: access to polycyclic indolo[2,1-b]quinazoline derivatives DOI
Yong You,

Guo-Ying Gan,

Qun Li

et al.

Organic Chemistry Frontiers, Journal Year: 2024, Volume and Issue: 11(7), P. 2002 - 2007

Published: Jan. 1, 2024

An efficient method has been disclosed for the highly enantioselective synthesis of optically pure heptacyclic dihydronaphthofuran-fused indolo[2,1- b ]quinazoline derivatives.

Language: Английский

Citations

0
One-Step Palladium-Catalyzed Heterocyclic Ring Closure of Benzofurans with Aryl Iodides through a Heck-Type Pathway DOI Creative Commons
Fathy Hassan,

Nivedha Velmurugan,

Yusuke Yamane

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(45), P. 9741 - 9745

Published: Nov. 6, 2024

An operationally simple and robust method for the direct arylation ring closure of benzofurans is reported. Besides mild conditions good reaction yields, methodology applicable a wide range derivatives using commercially available aryl iodides with complete C2 regioselectivity. The proposed to follow Heck-type oxyarylation mechanism. facile synthesis will enable development new materials diverse applications in biology catalysis as precursors organic semiconductors.

Language: Английский

Citations

0