scholarly journals Access to 6-hydroxy indolizines and related imidazo[1,5-a]pyridines through the SN2 substitution/condensation/tautomerization cascade process

RSC Advances ◽  
2021 ◽  
Vol 11 (41) ◽  
pp. 25624-25627
Author(s):  
Guiyun Duan ◽  
Hao Liu ◽  
Liqing Zhang ◽  
Chunhao Yuan ◽  
Yongchao Li ◽  
...  
Keyword(s):  
Cascade Reaction ◽  
Cascade Process

A simple and efficient cascade reaction was developed for the construction of hydroxy substituted indolizines from pyrrole-2-carbaldehydes and commercially available 4-halogenated acetoacetic esters.

scholarly journals Stereodivergent assembly of tetrahydro-γ-carbolines via synergistic catalytic asymmetric cascade reaction

2019 ◽  
Vol 10 (1) ◽  
Author(s):  
Shi-Ming Xu ◽  
Liang Wei ◽  
Chong Shen ◽  
Lu Xiao ◽  
Hai-Yan Tao ◽  
...  
Keyword(s):  
Natural Products ◽  
Structural Unit ◽  
Indole Alkaloids ◽  
Catalyst System ◽  
Cascade Reaction ◽  
Vital Role ◽  
System Control ◽  
Cascade Process ◽  
Basic Structural Unit ◽  
Stereogenic Centers

AbstractEnantiomerically enriched indole-containing heterocycles play a vital role in bioscience, medicine, and chemistry. As one of the most attractive subtypes of indole alkaloids, highly substituted tetrahydro-γ-carbolines are the basic structural unit in many natural products and pharmaceuticals. However, the syntheses of tetrahydro-γ-carbolines with high functionalities from readily available reagents are significant challenging. In particular, the stereodivergent syntheses of tetrahydro-γ-carbolines containing multi-stereogenic centers remain quite difficult. Herein, we report an expedient and stereodivergent assembly of tetrahydro-γ-carbolines with remarkably high levels of stereoselective control in an efficient cascade process from aldimine esters and indolyl allylic carbonates via a synergistic Cu/Ir catalyst system. Control experiments-guided optimization of synergistic catalysts and mechanistic investigations reveal that a stereodivergent allylation reaction and a subsequent highly stereoselective iso-Pictet-Spengler cyclization are the key elements to success.

scholarly journals Rapid access to bicyclic δ-lactones via carbene-catalyzed activation and cascade reaction of unsaturated carboxylic esters

2016 ◽  
Vol 3 (2) ◽  
pp. 145-149 ◽  
Author(s):  
Zhenqian Fu ◽  
Xingxing Wu ◽  
Yonggui Robin Chi
Keyword(s):  
Cascade Reaction ◽  
Unsaturated Ester ◽  
Cascade Process ◽  
Rapid Access ◽  
Carboxylic Esters

The carbene-catalyzed activation of α,β-unsaturated ester initiates a well-controlled cascade process for access to iridoid-type multi-cyclic lactones with high stereo-selectivities.

Bifunctional squaramide‐catalysed enantioselective vinylogous Michael addition/cyclization cascade reaction of 4‐unsturated isoxazol‐5‐ones and α,α‐dicyanoalkenes

2021 ◽  
Author(s):  
Yu Wang ◽  
Cheng Niu ◽  
Donghua Xie ◽  
Da-Ming Du
Keyword(s):  
Michael Addition ◽  
Stereoselective Synthesis ◽  
Cascade Reaction ◽  
Cascade Process ◽  
Effective Strategy

An effective strategy for the stereoselective synthesis of spiro isoxazolone-cyclohexenimines was developed by bifunctional squaramide–catalysed vinylogous Michael addition/cyclization cascade reaction of 4-unsaturated isoxazol-5-ones and α,α-dicyanoalkenes. The atom-economical cascade process can...

Cu-Catalyzed Cascade Reaction of Isoxazoles with Diaryliodonium Salts for the Synthesis of Acridines

2020 ◽  
Vol 17 (12) ◽  
pp. 944-950
Author(s):  
Shangrong Zhu ◽  
Xuechen Lu ◽  
Qiuneng Xu ◽  
Jian Li ◽  
Shenghu Yan
Keyword(s):  
Cascade Reaction ◽  
Efficient Synthesis ◽  
Acridine Derivatives ◽  
Diaryliodonium Salts

A straightforward and efficient synthesis of acridine derivatives via a copper-catalyzed cascade reaction among isoxazoles and diaryliodonium salts is achieved. Various mono-, multi-substituted and 9-substituted acridine derivatives could be obtained in moderate to good yields. The process has gone through tandem double arylation and Friedel-Crafts reactions.

scholarly journals Synthesis of Fused Dihydroazepine Derivatives of Fullerenes by a Rh‐Catalyzed Cascade Process

2021 ◽  
Author(s):  
Albert Artigas ◽  
Cristina Castanyer ◽  
Nil Roig ◽  
Agustí Lledó ◽  
Miquel Solà ◽  
...  
Keyword(s):  
Cascade Process ◽  
Derivatives Of

Synthesis of 1,2,3-Triazole-Fused Indole Derivatives via Copper-Catalyzed Cascade Reaction

Synthesis ◽  
2021 ◽  
Author(s):  
Fengtao Zhou ◽  
Qiuyu Zhang ◽  
Kashif Majeed ◽  
Bangjie Liu
Keyword(s):  
Quantum Efficiency ◽  
Photophysical Properties ◽  
Cascade Reaction ◽  
Tandem Reaction ◽  
Indole Derivatives ◽  
Wide Range

AbstractA copper-catalyzed tandem reaction has been developed for the synthesis of 1,2,3-triazole-fused indole derivatives. This protocol allowed us to access a wide range of 1,2,3-triazole-fused indole derivatives in moderate to excellent yields. The 1,2,3-triazole-fused indole derivatives emit blue and greenish light when excited at 365 nm. The products were further explored for their quantum efficiency and photophysical properties.

scholarly journals Synthesis of Carbazoles by a Diverted Bischler–Napieralski Cascade Reaction

2021 ◽  
Author(s):  
Matteo Faltracco ◽  
Said Ortega-Rosales ◽  
Elwin Janssen ◽  
Răzvan C. Cioc ◽  
Christophe M. L. Vande Velde ◽  
...  
Keyword(s):  
Cascade Reaction
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