Base‐Catalyzed [4+2] Annulation of Ynones and Acetates for the Synthesis of 2‐Pyrones DOI
Ting Chen,

Mao-Chun Ye,

Ting Huang

et al.

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

Published: Oct. 30, 2024

Abstract An efficient, practical, and scalable Cs 2 CO 3 ‐catalyzed [4+2] annulation reaction between ynones acetates is presented, wherein serve as the four‐atom partners. This methodology facilitates synthesis of substituted 2‐pyrones with yields ranging from good to excellent. The ready availability starting materials, coupled simplicity protocol, renders this approach highly amenable preparation a diverse range 2‐pyrones. Furthermore, feasibility on gram scale its application in potent selective cyclooxygenase‐2 inhibitor underscore practical significance utility method.

Language: Английский

Organocatalytic Asymmetric Tandem Reaction of Indene-Based Dienes for the Synthesis of Enantioenriched Spirodihydrofluorenes and Fluorenylamine-ketoximes Containing Axial Elements DOI
Wenli Xu, Yuhan Zhang,

J.‐Q. Yuan

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: unknown

Published: Sept. 18, 2024

Language: Английский

Citations

1
Enantioselective Organocatalyzed Cascade Dearomatizing Spirocycloaddition Reactions of Indole-Ynones DOI
Chuan‐Zhi Yao,

Xue‐Qin Tu,

Ziyuan Zhao

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: unknown

Published: Oct. 4, 2024

An intramolecular organocatalytic cascade dearomatizing spirocycloaddition reaction of indole-ynone compounds containing

Language: Английский

Citations

0
Modular Access to Tetrasubstituted N−H Pyrroles by Catalytic 1,3‐Dipolar Cycloaddition of Azomethine Ylides and α,β‐Ynones DOI
Qian Huang,

Zi‐Han Li,

Zhen‐Ni Zhao

et al.

European Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 27(30)

Published: April 26, 2024

Abstract The development of efficient synthetic strategies for the preparation tetrasubstituted N−H pyrrole derivatives, especially in an environmentally benign fashion is important yet challenging. Herein, we report a copper(II)‐catalyzed tandem reaction involving 1,3‐dipolar cycloaddition α,β‐ynones and glycine iminoesters, followed by copper(II)‐promoted oxidative (air) dehydrogenative aromatization, allowing de novo access to pyrroles up 81 % yield under green conditions. A possible pathway tentatively proposed. Finally, fully substituted are available N‐alkylation, preliminary phase‐transfer catalytic asymmetric N‐alkylation was also studied give axially chiral pyrrole.

Language: Английский

Citations

0
In(OTf)3-Catalyzed Formal (4 + 3) Cycloaddition Reactions of 3-Benzylideneindoline-2-thiones with 2-Indolylmethanols DOI

Xuelong Wang,

Yi Yang, Yan Jiang

et al.

Organic & Biomolecular Chemistry, Journal Year: 2024, Volume and Issue: 22(29), P. 5902 - 5906

Published: Jan. 1, 2024

We report the In(OTf)

Language: Английский

Citations

0
Base‐Catalyzed [4+2] Annulation of Ynones and Acetates for the Synthesis of 2‐Pyrones DOI
Ting Chen,

Mao-Chun Ye,

Ting Huang

et al.

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

Published: Oct. 30, 2024

Abstract An efficient, practical, and scalable Cs 2 CO 3 ‐catalyzed [4+2] annulation reaction between ynones acetates is presented, wherein serve as the four‐atom partners. This methodology facilitates synthesis of substituted 2‐pyrones with yields ranging from good to excellent. The ready availability starting materials, coupled simplicity protocol, renders this approach highly amenable preparation a diverse range 2‐pyrones. Furthermore, feasibility on gram scale its application in potent selective cyclooxygenase‐2 inhibitor underscore practical significance utility method.

Language: Английский

Citations

0