Palladium-Catalyzed Tandem Cyclization of Functional Diarylalkynes and Isocyanides for the Assembly of Isochromeno[4,3-c]quinolines DOI

Qiushan Gao,

Binbin Wang,

Huanfeng Jiang

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Dec. 10, 2024

A novel strategy for the synthesis of various isochromeno[4,3-c]quinolines via palladium-catalyzed tandem cyclization functional diarylalkynes with isocyanides has been developed. This approach features excellent chemo- and regioselectivities as well good group tolerance. Notably, 6-phenylimino-6H-isochromeno[4,3-c]quinolin-11-amines 11-amino-6H-isochromeno[4,3-c]quinolin-6-ones can be selectively constructed by employing different protecting groups diarylalkynes. The gram-scale late-stage modifications further demonstrate synthetic value this method.

Language: Английский

Palladium-catalyzed ligand-regulated divergent synthesis of pyrrole[2,3-b]indoles and ureas from 2-ethynylanilines and isocyanides DOI
Min Zhang, Yongpeng Zheng,

Yangbin Jin

et al.

Chemical Communications, Journal Year: 2024, Volume and Issue: 60(21), P. 2950 - 2953

Published: Jan. 1, 2024

A convenient and straight-forward entry to pyrrole[2,3- b ]indoles ureas via ligand-controlled palladium-catalyzed chemoselective tandem reaction of 2-ethynylanilines isocyanides has been established.

Language: Английский

Citations

2
Rh‐Catalyzed [4+3] Annulation of N‐Sulfonyl‐1,2,3‐Triazoles with 4‐Vinyl Indoles to Access Azepinoindoles DOI
Zehua Wang, Ze‐Feng Xu, Jing Feng

et al.

European Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Aug. 2, 2024

Abstract The present study provided an efficient synthesis pathway to the azepino[5,4,3‐ cd ]indoles using N ‐sulfonyl‐1,2,3‐triazoles and 4‐vinylindoles through a cascade carbene insertion intramolecular aza‐Michael addition. This method is distinguished by mild reaction conditions, straightforward operational steps, accessible starting materials broad substrate compatibility. Furthermore, versatility of this with various Michael acceptors significantly broadens scope potential substrates. ability further transform resulting multifunctional products underscores promising applications approach in indole nitrogen heterocyclic synthesis.

Language: Английский

Citations

2
Palladium-Catalyzed Tandem Cyclization of Functional Diarylalkynes and Isocyanides for the Assembly of Isochromeno[4,3-c]quinolines DOI

Qiushan Gao,

Binbin Wang,

Huanfeng Jiang

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Dec. 10, 2024

A novel strategy for the synthesis of various isochromeno[4,3-c]quinolines via palladium-catalyzed tandem cyclization functional diarylalkynes with isocyanides has been developed. This approach features excellent chemo- and regioselectivities as well good group tolerance. Notably, 6-phenylimino-6H-isochromeno[4,3-c]quinolin-11-amines 11-amino-6H-isochromeno[4,3-c]quinolin-6-ones can be selectively constructed by employing different protecting groups diarylalkynes. The gram-scale late-stage modifications further demonstrate synthetic value this method.

Language: Английский

Citations

0