Asymmetric Hydrogenation of Tetrapyridine‐Type N‐Heteroarenes Using Phosphine‐Free Ruthenium Diamine Catalysts† DOI
Chenghao Li, Shuxin Zhang, Yu Feng

et al.

Chinese Journal of Chemistry, Journal Year: 2023, Volume and Issue: 41(24), P. 3573 - 3578

Published: Sept. 4, 2023

Comprehensive Summary Chiral ruthenium‐catalyzed enantioselective hydrogenation of tetrapyridine‐type N ‐heteroarenes was firstly developed. The partial reduction adjacent tetraheteroaromatic substrates proceeded smoothly in the presence phosphine‐free chiral cationic ruthenium diamine complexes, affording unprecedented high reactivity, enantioselecitivity and diastereoselectivity (up to 93% yield, >99% ee 92 : 8 dr). potential application tetradentate pyridine‐amine products as ligands has been demonstrated Cu‐catalyzed asymmetric Friedel–Crafts alkylation reaction between indoles nitroalkenes.

Language: Английский

Highly Enantioselective Direct Synthesis of Endocyclic Vicinal Diamines through Chiral Ru(diamine)‐Catalyzed Hydrogenation of 2,2′‐Bisquinoline Derivatives DOI

Wenpeng Ma,

Jianwei Zhang, Cong Xu

et al.

Angewandte Chemie, Journal Year: 2016, Volume and Issue: 128(41), P. 13083 - 13086

Published: Sept. 16, 2016

Abstract An asymmetric hydrogenation of 2,2′‐bisquinoline and bisquinoxaline derivatives, catalyzed by chiral cationic ruthenium diamine complexes, was developed. A broad range endocyclic vicinal diamines were obtained in high yields with excellent diastereo‐ enantioselectivity (up to 93:7 dl / meso >99 % ee ). These could be easily transformed into a new class N‐heterocyclic carbenes (NHCs), which are important but difficult access.

Language: Английский

Citations

18
A 2, 7-naphthyridine-based fluorescent turn-on probe for detection of biothiols in vitro and in vivo DOI
Qi Sun, Rui Ren, Panpan Wu

et al.

Dyes and Pigments, Journal Year: 2020, Volume and Issue: 182, P. 108702 - 108702

Published: July 21, 2020

Language: Английский

Citations

13
Ultrafast 2,7-Naphthyridine-Based fluorescent probe for detection of thiophenol with a remarkable Stokes shift and its application In vitro and in vivo DOI
Rui Ren, Hong-Chuang Xu,

Huan Dong

et al.

Talanta, Journal Year: 2019, Volume and Issue: 205, P. 120067 - 120067

Published: June 20, 2019

Language: Английский

Citations

13
Asymmetric Hydrogenation of Azaindoles: Chemo‐ and Enantioselective Reduction of Fused Aromatic Ring Systems Consisting of Two Heteroarenes DOI
Yusuke Makida,

Masahiro Saita,

Takahiro Kuramoto

et al.

Angewandte Chemie, Journal Year: 2016, Volume and Issue: 128(39), P. 12038 - 12041

Published: Aug. 25, 2016

Abstract High enantioselectivity was achieved for the hydrogenation of azaindoles by using chiral catalyst, which prepared from [Ru(η 3 ‐methallyl) 2 (cod)] and a trans ‐chelating bis(phosphine) ligand (PhTRAP). The dearomative reaction exclusively occurred on five‐membered ring, thus giving corresponding azaindolines with up to 97:3 enantiomer ratio.

Language: Английский

Citations

8
Asymmetric Hydrogenation of Tetrapyridine‐Type N‐Heteroarenes Using Phosphine‐Free Ruthenium Diamine Catalysts† DOI
Chenghao Li, Shuxin Zhang, Yu Feng

et al.

Chinese Journal of Chemistry, Journal Year: 2023, Volume and Issue: 41(24), P. 3573 - 3578

Published: Sept. 4, 2023

Comprehensive Summary Chiral ruthenium‐catalyzed enantioselective hydrogenation of tetrapyridine‐type N ‐heteroarenes was firstly developed. The partial reduction adjacent tetraheteroaromatic substrates proceeded smoothly in the presence phosphine‐free chiral cationic ruthenium diamine complexes, affording unprecedented high reactivity, enantioselecitivity and diastereoselectivity (up to 93% yield, >99% ee 92 : 8 dr). potential application tetradentate pyridine‐amine products as ligands has been demonstrated Cu‐catalyzed asymmetric Friedel–Crafts alkylation reaction between indoles nitroalkenes.

Language: Английский

Citations

3