1404166-31-9

Upstream product

• 5153-67-3 nitrostyrene 
• 88014-09-9 (3,4-dihydro-1H-isoquinolin-2-yl)-acetic acid ethyl ester 
• 2412-58-0 1-methyl-3,4,dihydroisoquinoline 
• 28383-65-5 ethyl 2-diazo-3-oxo-3-phenylpropanoate 
• 102-96-5 (2-nitroethenyl)benzene 
• 91-21-4 1,2,3,4-tetrahydroisoquinoline 
• 924-44-7 glyoxylic acid ethyl ester 
• 1323921-55-6 ethyl 1-nitro-2-phenyl-1,2,3,5,6,10b-hexahydropyrrolo[2,1-a]isoquinoline-3-carboxylate 

Relevant academic research and scientific papers

Acid-Mediated Intermolecular [3 + 2] Cycloaddition toward Pyrrolo[2,1-a]isoquinolines: Total Synthesis of the Lamellarin Core and Lamellarin G Trimethyl Ether

A novel one-pot reaction has been developed for the efficient synthesis of pyrrolo[2,1-a]isoquinolines and 1-dearyllamellarin core from (E)-(2-nitrovinyl)benzenes and azomethine ylides generated in situ. This strategy provides a concise total synthesis of

CuBr/NHPI co-catalyzed aerobic oxidative [3 + 2] cycloaddition-aromatization to access 5,6-dihydro-pyrrolo[2,1-: A] isoquinolines

An efficient and enviromentally friendly CuBr/NHPI co-catalyzed aerobic oxidative [3 + 2] cycloaddition-aromatization cascade was realized with N-substituted tetrahydroisoquinolines and electron-deficient olefins. Under the mild conditions, the reaction p

Copper-catalyzed condensation of imines and α-diazo-β-dicarbonyl compounds: modular and regiocontrolled synthesis of multisubstituted pyrroles

In the presence of a copper(ii) catalyst, enolizable imines bearing various N-substituents and α-diazo-β-ketoesters undergo denitrogenative and dehydrative condensation to afford highly substituted pyrroles in moderate to good yields with exclusive regioselectivity. The reaction likely involves nucleophilic addition of the imine nitrogen to a copper carbenoid, tautomerization of the resulting azomethine ylide to an α-enaminoketone, and a subsequent enamine-ketone cyclocondensation. With Yb(OTf)3 as a unique cocatalyst, α-diazo-β-diketones also participate in the same condensation reaction. The present reaction is applicable to acyclic, exocyclic, and endocyclic imines with tolerance of a broad range of functional groups and heterocyclic moieties, thus opening a new convenient route for the synthesis of the lamellarin family of natural products.

Cobalt-catalyzed oxidative [3 + 2] cycloaddition reactions: An efficient synthesis of pyrrolo- and imidazo-[2,1-a]isoquinolines

A cobalt-catalyzed oxidative [3 + 2] cycloaddition cascades of dihydroisoquinoline esters with nitroolefins or N-sulfuryl aldimines were developed at room temperature. A multi-component reaction for the synthesis of 5,6-dihydroimidazo[2,1-a]isoquinolines were also realized under almost identical conditions. This method is particularly suitable for the synthesis of tricyclic nitrogen heterocycles due to its simple manipulation, wide scope of the reaction substrates and excellent regioselectivity.