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20th August 2013 @ 13:51

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Reaction information

*#Reaction file  
CSRxnsScheme_130a.cdx
*Reaction file type CDX
*Procedure

General procedure D (see below) with diene 123a (287 mg, 0.79 mmol) and N-phenylmaleimide (151 mg, 0.87 mmol).  Purification by column chromatography (SiO2, hexane/Et2O 1:1) gave the title compound as a white solid (320 mg, 76%).

 

General procedure D:

The appropriate dienophile (1.1 eq.) was added to diene 123a,c or j (1 eq.) in benzene (1.00 mL).  The reaction mixture was heated at reflux for 16 h.  The solvent was removed in vacuo to give the crude product, which was purified as described.

*Yield (%)  76
*Type of Yield Isolated product yield
Reference(s)  
AH Thesis_2011_pp100.pdf
AH Thesis_2011_pp176-223.pdf
Further information  Compound 130a: endo-4,8-Dibutyl-6-phenyl-1-tosyl-2,3,4,4a,7a,8-hexahydropyrrolo[3,4-f]indole-5,7(1H,6H)-dione

For multistep reactions (or their steps):

Overall reaction? True
For overall reaction - links to child reaction steps  
For step in multistep reaction - link to previous reaction step  
For step in multistep reaction - link to following reaction step  
Attached Files
AH Thesis_2011_pp100.pdf
AH Thesis_2011_pp176-223.pdf
CSRxnsScheme_130a.cdx