Rh(III)‐Catalyzed Aldehydic C−H Functionalization Reaction between Salicylaldehydes and Sulfoxonium Ylides DOI
Guodong Xu,

Kenneth L. Huang,

Zhi‐Zhen Huang

et al.

Advanced Synthesis & Catalysis, Journal Year: 2019, Volume and Issue: 361(14), P. 3318 - 3323

Published: May 1, 2019

Abstract A novel aldehydic C−H functionalization reaction between salicylaldehydes and sulfoxonium ylides has been developed under rhodium(III) catalysis, affording coupling products in moderate to good yields. plausible mechanism involving C( sp 2 )−H activation by catalyzed carbene insertion is also proposed. It was found that the followed dehydrative cyclization able produce flavonoids one‐pot. magnified image

Language: Английский

Synthesis of 1-aminoindole derivatives via Rh(iii)-catalyzed annulation reactions of hydrazines with sulfoxonium ylides DOI
Wucheng Xie, Xin Chen, Junjun Shi

et al.

Organic Chemistry Frontiers, Journal Year: 2019, Volume and Issue: 6(15), P. 2662 - 2666

Published: Jan. 1, 2019

Rhodium(iii)-catalyzed C–H functionalization followed by intramolecular annulation reactions between hydrazines and sulfoxonium ylides is described.

Language: Английский

Citations

43
Visible Light‐Promoted Sulfoxonium Ylides Synthesis from Aryl Diazoacetates and Sulfoxides DOI

Juan Lü,

Lei Li,

Xiang‐Kui He

et al.

Chinese Journal of Chemistry, Journal Year: 2021, Volume and Issue: 39(6), P. 1646 - 1650

Published: Feb. 26, 2021

Main observation and conclusion A visible light‐promoted reaction of donor/acceptor diazoalkanes with sulfoxides towards the synthesis synthetically useful sulfoxonium ylides was reported. The occurred under sole light irradiation without need any transition‐metals or additives, affording corresponding in moderate to good yields. success late‐stage modification natural isolates drug candidates, scale‐up transformation other molecules further rendered approach valuable.

Language: Английский

Citations

34
Imidates: an emerging synthon for N-heterocycles DOI
Rima Thakur, Yogesh Jaiswal, Amit Kumar

et al.

Organic & Biomolecular Chemistry, Journal Year: 2019, Volume and Issue: 17(46), P. 9829 - 9843

Published: Jan. 1, 2019

This review highlights the recent application of imidates as building blocks for synthesis saturated and un-saturated N-heterocycles via C–N annulation reactions under acid/base/metal-catalyzed/radical-mediated reaction conditions.

Language: Английский

Citations

40
Sulfoxonium Ylides as Carbene Precursors: Rhodium(III)‐Catalyzed Sequential C−H Functionalization, Selective Enol Oxygen‐Atom Nucleophilic Addition, and Hydrolysis DOI

Yuanqiong Huang,

Xue‐Li Lyu,

Hongjian Song

et al.

Advanced Synthesis & Catalysis, Journal Year: 2019, Volume and Issue: 361(22), P. 5272 - 5276

Published: Oct. 2, 2019

Abstract Herein, we report a protocol for Rh(III)‐catalyzed annulation reactions between oxazolines and sulfoxonium ylides via sequence involving C−H activation, selective enol oxygen‐atom nucleophilic addition, hydrolysis. This practical, operationally simple has wide substrate range, excellent regioselectivity, moderate to good yields. magnified image

Language: Английский

Citations

38
Rh(III)‐Catalyzed Aldehydic C−H Functionalization Reaction between Salicylaldehydes and Sulfoxonium Ylides DOI
Guodong Xu,

Kenneth L. Huang,

Zhi‐Zhen Huang

et al.

Advanced Synthesis & Catalysis, Journal Year: 2019, Volume and Issue: 361(14), P. 3318 - 3323

Published: May 1, 2019

Abstract A novel aldehydic C−H functionalization reaction between salicylaldehydes and sulfoxonium ylides has been developed under rhodium(III) catalysis, affording coupling products in moderate to good yields. plausible mechanism involving C( sp 2 )−H activation by catalyzed carbene insertion is also proposed. It was found that the followed dehydrative cyclization able produce flavonoids one‐pot. magnified image

Language: Английский

Citations

37