35740-83-1

Upstream product

• 73568-25-9 2-chloro-3-quinoline carboxaldehyde 
• 125917-60-4 2-chloro-3-(hydroxymethyl)quinoline 

Downstream Products

• 7689-03-4 camptothecin 
• 620962-74-5 N-(2-bromoquinolin-3-yl)methyl-N-[2,2-bis(phenylthio)ethenyl]trifluoroacetamide 
• 620962-82-5 7-(2-methyl-4-oxohex-2-enoyl)-6,8-dihydro-6-(phenylsulfinylmethyl)pyrrolo[3,4-b]quinoline 
• 620962-81-4 7-(2-methyl-4-oxohex-2-enoyl)-6,8-dihydro-6-(phenylthiomethyl)pyrrolo[3,4-b]quinoline 
• 620962-77-8 7-(2-methyl-4-oxohexanoyl)-6,8-dihydro-6-(phenylsulfinylmethyl)pyrrolo[3,4-b]quinoline 
• 620962-76-7 7-(2-methyl-4-oxohexanoyl)-6,8-dihydro-6-(phenylthiomethyl)pyrrolo[3,4-b]quinoline 
• 620962-73-4 N-(2-bromoquinolin-3-yl)methyl-N-[2,2-bis(phenylthio)ethenyl]amine 
• 620962-75-6 7-trifluoroacetyl-6,8-dihydro-6-(phenylthiomethyl)pyrrolo[3,4-b]quinoline 
• 55854-89-2 8-methyl-7-propionylindolizino[1,2-b]quinoline-9(11H)-one 
• 916755-34-5 3-benzyloxymethyl-1-(2-bromoquinolin-3-ylmethyl)-4-(1-ethylpropenyl)-1H-pyridin-2-one 
• 292077-58-8 C-(2-Bromoquinolin-3-yl)methylamine 
• 30062-37-4 indolizino[1,2-b]quinolin-9(11H)-one 
• 205989-13-5 quino[2',3':3,4]pyrrolo[2,1-b]quinazolin-13-hydroxy-11-one 

Relevant academic research and scientific papers

Enantioselective Palladium-Catalyzed Heck-Heck Cascade Reactions: Ready Access to the Tetracyclic Core of Lycorane Alkaloids

A rapid and efficient access to a wide variety of enantiomerically enriched C-11b substituted lycorane analogues can be achieved via a catalytic asymmetric Heck-Heck 6-exo/6-endo cascade reaction in the presence of (R)-BINAP.

Radical reactions with 3H-quinazolin-4-ones: Synthesis of deoxyvasicinone, mackinazolinone, luotonin A, rutaecarpine and tryptanthrin

Alkyl, aryl, heteroaryl and acyl radicals have been cyclised onto the 2-position of 3H-quinazolin-4-one. The side chains containing the radical precursors were attached to the nitrogen atom in the 3-position. The cyclisations take place by aromatic homolytic substitution hence retain the aromaticity of the 3H-quinazolin-4-one ring. The highest yields were obtained using hexamethylditin to facilitate cyclisation rather than reduction without cyclisation. The alkaloids deoxyvasicinone 2, mackinazolinone 3, tryptanthrin 4, luotonin A 5 and rutaecarpine 8 were synthesised by radical cyclisation onto 3H-quinazolin-4-one. This journal is The Royal Society of Chemistry.

Intramolecular cyclisation of functionalised heteroaryllithiums. Synthesis of novel indolizinone-based compounds

The intramolecular cyclisation of heteroaryllithiums derived from N-heteroarylmethylpyrrole-2-carboxamides takes place smoothly at low temperature when N-methoxy-N-methyl and morpholine amides are used as internal electrophiles. Halogen-lithium exchange using n-BuLi is the method of choice to achieve metalation on the quinoline and pyridine derivatives, while directed lithiation (LDA) works better for furan. In the case of thiophene both methodologies can be applied. These metalation-cyclisation sequences provide a useful entry to several types of indolizidine based compounds (pyrrolo[1,2-b]acridinones, pyrrolo[1,2-g]quinolones, thieno and furo[3,2-f]indolizinones).

New Pyridone Approach: Total Synthesis of Mappicine Ketone (Nothapodytine B)

A novel synthesis of mappicine ketone, which possesses strong selective activity against the herpes viruses HSV-1 and HSV-2, including those Acyclovir-resistant, and human cytomegalovirus (HCMV) has been efficiently accomplished. The synthesis highlights a new pyridone approach that effectively combines a double, intramolecular Michael addition in a conjugated ester-conjugated amide with oxidation-decarboxylation of the resulting piperidone.