1392127-50-2

Upstream product

• 1441119-22-7 (E)-6-(2-(furan-2-yl)vinyl)-2,2-dimethyl-4H-1,3-dioxin-4-one 
• 412277-25-9 6-(2-(furan-2-yl)-2-hydroxyethyl)-2,2-dimethyl-4H-1,3-dioxin-4-one 
• 98-01-1 furfural 
• 98-00-0 (2-furyl)methyl alcohol 
• 590417-55-3 4-bromo-1-methyl-1H-indole 
• 52488-36-5 4-bromo-1H-indole 
• 1441119-25-0 6-(3-(4-bromo-1-methyl-1H-indol-3-yl)-1-(furan-2-yl)-3-methylbutan-2-yl)-2,2-dimethyl-4H-1,3-dioxin-4-one 
• 1441119-23-8 6-(2-(furan-2-yl)ethyl)-2,2-dimethyl-4H-1,3-dioxin-4-one 
• 105-45-3 acetoacetic acid methyl ester 
• 1392127-48-8 (E)-methyl 5-(tert-butyldimethylsilyloxy)-4-(5-hydroxy-2-oxopent-3-enyl)-1,3,3-trimethyl-3,4-dihydro-1H-cyclohepta[cd]indole-6-carboxylate 
• 98-88-4 benzoyl chloride 
• 1392127-47-7 (E)-methyl 5-(tert-butyldimethylsilyloxy)-4-(2,5-dioxopent-3-enyl)-1,3,3-trimethyl-3,4-dihydro-1H-cyclohepta[cd]indole-6-carboxylate 
• 1392127-46-6 methyl 5-(tert-butyldimethylsilyloxy)-4-(furan-2-ylmethyl)-1,3,3-trimethyl-3,4-dihydro-1H-cyclohepta[cd]indole-6-carboxylate 
• 1392127-39-7 methyl 5-(4-bromo-1-methyl-1H-indol-3-yl)-4-(furan-2-ylmethyl)-5-methyl-3-oxohexanoate 

Relevant academic research and scientific papers

Formal syntheses of naturally occurring welwitindolinones

The formal syntheses of N-methylwelwitindolinone C isothiocyanate, N-methylwelwitindolinone C isonitrile, N-methylwelwitindolinone D isonitrile, 3-hydroxy-N-methylwelwitindolinone C isothiocyanate, and 3-hydroxy-N- methylwelwitindolinone C isonitrile are reported. The synthesis features several novel processes, including a Lewis acid mediated coupling between a benzylic-type heteroaromatic alcohol and a highly functionalized silyl ketene acetal, an intramolecular enolate arylation, and a regioselective, Pd(0)-catalyzed π-allylic cyclization of a γ-benzoyloxy enone moiety that is revealed by unmasking a furan ring.

Studies toward welwitindolinones: Formal syntheses of N- methylwelwitindolinone C isothiocyanate and related natural products

The formal syntheses of N-methylwelwitindolinone C isothiocyanate (4) and several other welwitindolinones 5-8 were achieved by the independent synthesis of 79. The synthesis featured a Lewis acid-mediated coupling between a heteroaryl carbinol and bis-TMS enol ether, an intramolecular enolate arylation, and an unprecedented intramolecular allylic alkylation of a γ-acyloxyenone.