Copper-catalyzed three-component formal [3 + 1 + 2] annulations for the synthesis of 2-aminopyrimidines from O-acyl ketoximes DOI
Zhenhua Xu, Hongbiao Chen, Guo‐Jun Deng

et al.

Organic & Biomolecular Chemistry, Journal Year: 2021, Volume and Issue: 19(40), P. 8706 - 8710

Published: Jan. 1, 2021

A copper-based catalytic system has been developed to enable formal [3 + 1 2] annulations of ketoxime acetates, aldehydes, and cyanamides. This protocol offers a new strategy for the synthesis highly substituted 2-aminopyrimidine compounds, more importantly, pyrimidines have now included in N-heterocycle family constructed using O-acyl ketoximes as N-C-C synthons.

Language: Английский

Diverse catalytic systems for nitrogen-heterocycle formation from O-acyl ketoximes DOI Open Access
Zhonghua Qu,

Tong Tian,

Guo‐Jun Deng

et al.

Chinese Chemical Letters, Journal Year: 2022, Volume and Issue: 34(1), P. 107565 - 107565

Published: May 28, 2022

Language: Английский

Citations

29

Copper-Catalyzed Formal [3 + 3] Annulations of Arylketoximes and o-Fluorobenzaldehydes: An Entry to Quinoline Compounds DOI
Zhenhua Xu, Hongbiao Chen, Guo‐Jun Deng

et al.

Organic Letters, Journal Year: 2021, Volume and Issue: 23(3), P. 936 - 942

Published: Jan. 14, 2021

A copper-based catalytic system has been developed to enable efficient cyclization of ketoxime acetates with o-fluorobenzaldehydes. This protocol offers an method for the synthesis substituted quinoline derivatives a broad range compatible functionalities. The present also provides rapid access synthetically and pharmaceutically useful quinoline-fused polycycles such as benzo[c]acridines.

Language: Английский

Citations

35

A close look into the biological and synthetic aspects of fused pyrazole derivatives DOI
Meimei Li, Hui Huang,

Yiru Pu

et al.

European Journal of Medicinal Chemistry, Journal Year: 2022, Volume and Issue: 243, P. 114739 - 114739

Published: Sept. 7, 2022

Language: Английский

Citations

25

Copper-Catalyzed Three-Component Cascade Annulation for Divergent Syntheses of Imidazoles and Dihydroimidazoles DOI

Gaochen Xu,

Chenglong Jia,

Xuemei Wang

et al.

Organic Letters, Journal Year: 2022, Volume and Issue: 24(4), P. 1060 - 1065

Published: Jan. 26, 2022

The first example of divergent N-heterocycle syntheses through a copper-catalyzed three-component reaction α,β-unsaturated ketoximes, paraformaldehyde, and amines has been documented. In particular, this synthetic strategy was achieved by controlling the conditions to afford corresponding imidazoles dihydroimidazoles in moderate good yields with broad substrate scope functional group compatibility.

Language: Английский

Citations

23

One-electron oxidative dehydrogenative annulation and cyclization reactions DOI
Xiazhen Bao, Wei Jiang,

Jia Liang

et al.

Organic Chemistry Frontiers, Journal Year: 2020, Volume and Issue: 7(15), P. 2107 - 2144

Published: Jan. 1, 2020

This review focuses on the recent advances in one-electron oxidation involved oxidative dehydrogenative annulations and cyclizations for intermolecular intramolecular construction of valuable ring structures.

Language: Английский

Citations

38

Copper(0)/PPh3-Mediated Bisheteroannulations of o-Nitroalkynes with Methylketoximes Accessing Pyrazo-Fused Pseudoindoxyls DOI

Huanxin Meng,

Zhenhua Xu, Zhonghua Qu

et al.

Organic Letters, Journal Year: 2020, Volume and Issue: 22(15), P. 6117 - 6121

Published: July 20, 2020

A copper(0)/PPh3-mediated cascade bisheteroannulation reaction of o-nitroalkynes with methylketoximes has been developed that provides viable access to a diverse range pyrazo-fused pseudoindoxyl compounds. Synthetically useful functional groups including sensitive C-I bonds are compatible this system. Mechanistic studies suggest involving sequential PPh3-mediated deoxygenative cycloisomerization and copper-catalyzed [3 + 2] pyrazo-annulation.

Language: Английский

Citations

38

Straightforward access to novel indolo[2,3-b]indoles via aerobic copper-catalyzed [3+2] annulation of diarylamines and indoles DOI
Taoyuan Liang,

Lingzhen Gong,

He Zhao

et al.

Chemical Communications, Journal Year: 2020, Volume and Issue: 56(18), P. 2807 - 2810

Published: Jan. 1, 2020

Unprecedented direct access to novel 2-diarylaminoindolo[2,3-b]indoles via aerobic copper-catalyzed [3+2] annulation of diarylamines and indoles is demonstrated.

Language: Английский

Citations

35

TFA/TBHP-promoted oxidative cyclisation for the construction of tetracyclic quinazolinones and rutaecarpine DOI
Feng‐Cheng Jia,

Tian-Zhi Chen,

Xiao‐Qiang Hu

et al.

Organic Chemistry Frontiers, Journal Year: 2020, Volume and Issue: 7(13), P. 1635 - 1639

Published: Jan. 1, 2020

An efficient TFA/TBHP-promoted oxidative cyclisation of readily available isatins with 1,2,3,4-tetrahydroisoquinolines has been firstly developed. The potential utility this strategy was demonstrated by one-step synthesis a natural alkaloid Rutaecarpin.

Language: Английский

Citations

34

Oxime Esters: Flexible Building Blocks for Heterocycle Formation DOI

Faeze Yousefnejad,

Fatemeh Gholami, Bagher Larijani

et al.

Topics in Current Chemistry, Journal Year: 2023, Volume and Issue: 381(4)

Published: May 18, 2023

Language: Английский

Citations

12

The Aza-Diels-Alder Reaction Between Cyclic Imine and Aza-ortho-quinone Methide Precursor to Access Polycyclic-fused Tetrahydroquinazoline DOI
Xiaoke Zhang, Lu He, Xuan Zhang

et al.

Tetrahedron, Journal Year: 2025, Volume and Issue: unknown, P. 134665 - 134665

Published: April 1, 2025

Language: Английский

Citations

0