Catalyst-Free Annulation of 2-Pyridylacetates and Ynals with Molecular Oxygen: An Access to 3-Acylated Indolizines DOI
Zhengwang Chen, Pei Liang, Xiaoyue Ma

et al.

The Journal of Organic Chemistry, Journal Year: 2019, Volume and Issue: 84(3), P. 1630 - 1639

Published: Jan. 4, 2019

A catalyst and additive-free annulation of 2-pyridylacetates ynals under molecular oxygen was the first developed, affording 3-acylated indolizines in good to excellent yields. Molecular used as source carbonyl atom indolizines. This approach compatible with a wide range functional groups, especially it has been successfully extended unsaturated double bonds triple bonds, which were difficult prepare by previous methods single step.

Language: Английский

Dual Gold/Silver Catalysis: Indolizines from 2-Substituted Pyridine Derivatives via a Tandem C(sp3)–H Alkynylation/Iminoauration DOI
Chunyu Han, Yaowen Liu, Xianhai Tian

et al.

Organic Letters, Journal Year: 2021, Volume and Issue: 23(24), P. 9480 - 9484

Published: Dec. 7, 2021

A dual gold/silver-catalyzed cascade C(sp3)-H alkynylation/iminoauration of 2-substituted pyridines with hypervalent iodine(III) reagents for the synthesis indolizines is described. This novel reaction involves formation an alkynyl Au(III) species, a functionalization, and subsequent iminoauration process. number bearing diverse functionalities were prepared in good to excellent yield. Furthermore, gram-scale was efficiently conducted.

Language: Английский

Citations

24

Electrochemically-initiated intramolecular 1,2-amino oxygenation of alkynes: facile access to formyl- and acyl-substituted indolizines DOI
Qi‐Liang Yang,

Rui-Cong Ma,

Zhi-Hao Li

et al.

Organic Chemistry Frontiers, Journal Year: 2022, Volume and Issue: 9(18), P. 4990 - 4997

Published: Jan. 1, 2022

An environmentally benign electrooxidative approach to the intramolecular aminooxygenation of alkynes through an electrophilic cyclization reaction has been developed, providing efficient toward diverse formyl- and acyl-substituted indolizines.

Language: Английский

Citations

17

Synthesis of Functionalized Indolizines through 1,3-Dipolar Cycloaddition of Zwitterionic Ketenimines and Pyridinium Salts DOI
Farhad Golmohammadi, Chiman Osmani,

Frank Röminger

et al.

The Journal of Organic Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: April 19, 2025

A straightforward and efficient strategy for the synthesis of fully functionalized indolizines has been developed through a transition metal- oxidant-free [3 + 2] cycloaddition reaction zwitterionic ketenimines pyridinium salts. This versatile method proceeds under mild conditions, affording in moderate to good yields. approach involves an intermolecular cycloaddition, followed by enamine/imine tautomerization aromatization. Notably, this demonstrates broad functional group compatibility allows facile scalability, making it valuable tool indolizine-based frameworks organic medicinal chemistry.

Language: Английский

Citations

0

Cp*Co(III)-Catalyzed Regioselective Synthesis of Cyclopenta[b]carbazoles via Dual C(sp2)–H Functionalization of 1-(Pyridin-2-yl)-indoles with Diynes DOI

Qiuyun Li,

Yanwei Wang, Bin Li

et al.

Organic Letters, Journal Year: 2018, Volume and Issue: 20(24), P. 7884 - 7887

Published: Dec. 5, 2018

Cp*Co(III)-catalyzed synthesis of cyclopenta[b]carbazoles from 1-(pyridin-2-yl)-indoles and diynes is developed. This reaction involves dual C–H activation indoles domino cyclizations with has excellent regioselectivity, high efficiency, a broad substrate scope, tolerance for various functional groups. A series cyclopenta[b]carbazole molecular scaffolds are obtained in good to yields.

Language: Английский

Citations

31

Catalyst-Free Annulation of 2-Pyridylacetates and Ynals with Molecular Oxygen: An Access to 3-Acylated Indolizines DOI
Zhengwang Chen, Pei Liang, Xiaoyue Ma

et al.

The Journal of Organic Chemistry, Journal Year: 2019, Volume and Issue: 84(3), P. 1630 - 1639

Published: Jan. 4, 2019

A catalyst and additive-free annulation of 2-pyridylacetates ynals under molecular oxygen was the first developed, affording 3-acylated indolizines in good to excellent yields. Molecular used as source carbonyl atom indolizines. This approach compatible with a wide range functional groups, especially it has been successfully extended unsaturated double bonds triple bonds, which were difficult prepare by previous methods single step.

Language: Английский

Citations

29