Diastereoselective construction of pyrrolo[2,1-a]isoquinoline-based bispirooxindoles through a three-component [3 + 2] cycloaddition DOI

Jiaomei Guo,

Yang Zhao, Dongmei Fang

et al.

Organic & Biomolecular Chemistry, Journal Year: 2018, Volume and Issue: 16(33), P. 6025 - 6034

Published: Jan. 1, 2018

An efficient three-component one-pot [3 + 2] cycloaddition of isatins, 1,2,3,4-tetrahydroisoquinolines and methyleneindolinones has been developed. This reaction proceeded in a highly diastereoselective manner to afford wide range pyrrolo[1,2-a]isoquinoline-based bispirooxindoles up 91% yields. Additionally, gram-scale experiment some chemical transformations were conducted.

Language: Английский

A Three‐Component Reaction of Aryldiazonium Tetrafluoroborates, Sulfur Dioxide, and 1‐(Prop‐2‐yn‐1‐yl)indoles under Catalyst‐Free Conditions DOI
Huajun Chen, Mengli Liu, Guanyinsheng Qiu

et al.

Advanced Synthesis & Catalysis, Journal Year: 2018, Volume and Issue: 361(1), P. 146 - 150

Published: Oct. 31, 2018

Abstract No magnified image

Language: Английский

Citations

33

Diversified Synthetic Strategies for Pyrroloindoles: An Overview DOI

Sundeep Kaur Manjal,

Shelly Pathania, Rohit Bhatia

et al.

Journal of Heterocyclic Chemistry, Journal Year: 2019, Volume and Issue: 56(9), P. 2318 - 2332

Published: Aug. 16, 2019

In current scenario, heterocyclic compounds' role in medicinal chemistry has been tremendously increased as they possess wide number of pharmacological activities. One the common heterocycles include indole skeleton with well‐established biological significance field chemistry. Fusion nucleus pyrrole heterocycle constitutes pyrroloindole scaffold, which further modifies existing properties alone. Pyrroloindole is a privileged scaffold found various types bioactive entities including natural compounds and exhibits variety activities like muscle relaxant, antifungal, antitumor, antibiotic. Therefore, it considered attractive template for drug discovery. From several years, numbers synthetic strategies have reported synthesis its derivatives, also such amauromine, yuremamine, chimonanthines. Here, this review, we tried to compile derivatives.

Language: Английский

Citations

23

Chemistry of 3-cyanoacetyl indoles: synthesis, reactions and applications: a recent update DOI Creative Commons
Abolfazl Olyaei, Mahdieh Sadeghpour

RSC Advances, Journal Year: 2023, Volume and Issue: 13(31), P. 21710 - 21745

Published: Jan. 1, 2023

Indole is a significant nitrogen-based heterocycle with particular importance in the synthesis of heterocyclic scaffolds.

Language: Английский

Citations

7

Design and Synthesis of Rigid‐Featured Tertiary Amine‐Derived C2‐Symmetric Chiral Furan‐N,N′‐dioxide Ligands DOI

Zi‐Yue Chen,

Pan Hu, Xirui Wang

et al.

European Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 26(42)

Published: Aug. 19, 2023

Abstract To expand the chemical space of chiral N ‐oxides and furan‐containing ligands, herein we designed synthesized a new class rigid‐featured tertiary amine‐derived C 2 ‐symmetric furan‐ , N′ ‐dioxide (Fu‐2NO) ligands from optically pure l ‐prolinamides/hydroxylprolinamides in operationally simple two steps up to 57 % overall yield. The newly developed Fu‐2NO possesses pyrroloimidazolone‐based as non‐flat walls, afforded opportunity for fine‐tuning ligand electronic conformational properties by judicious choice substituent nonligating nitrogen atom. More importantly, can tolerate air moisture such that no special handling is needed their storage, be applied Ni(II)‐catalyzed asymmetric Friedel‐Crafts alkylation reaction indole.

Language: Английский

Citations

7

Diastereoselective construction of pyrrolo[2,1-a]isoquinoline-based bispirooxindoles through a three-component [3 + 2] cycloaddition DOI

Jiaomei Guo,

Yang Zhao, Dongmei Fang

et al.

Organic & Biomolecular Chemistry, Journal Year: 2018, Volume and Issue: 16(33), P. 6025 - 6034

Published: Jan. 1, 2018

An efficient three-component one-pot [3 + 2] cycloaddition of isatins, 1,2,3,4-tetrahydroisoquinolines and methyleneindolinones has been developed. This reaction proceeded in a highly diastereoselective manner to afford wide range pyrrolo[1,2-a]isoquinoline-based bispirooxindoles up 91% yields. Additionally, gram-scale experiment some chemical transformations were conducted.

Language: Английский

Citations

23