174676-68-7

Basic information

• Product Name: 8a-Benzenesulfinyl-4-(tert-butyl-dimethyl-silanyloxy)-7-phenyl-5,5a,8a,8b-tetrahydro-furo[2,3-e]isoindole-6,8-dione
• Synonyms: 8a-Benzenesulfinyl-4-(tert-butyl-dimethyl-silanyloxy)-7-phenyl-5,5a,8a,8b-tetrahydro-furo[2,3-e]isoindole-6,8-dione
• CAS NO: 174676-68-7
• Molecular Weight: 521.709
• Mol File: 174676-68-7.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 8a-Benzenesulfinyl-4-(tert-butyl-dimethyl-silanyloxy)-7-phenyl-5,5a,8a,8b-tetrahydro-furo[2,3-e]isoindole-6,8-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 8a-Benzenesulfinyl-4-(tert-butyl-dimethyl-silanyloxy)-7-phenyl-5,5a,8a,8b-tetrahydro-furo[2,3-e]isoindole-6,8-dione(174676-68-7)
• EPA Substance Registry System: 8a-Benzenesulfinyl-4-(tert-butyl-dimethyl-silanyloxy)-7-phenyl-5,5a,8a,8b-tetrahydro-furo[2,3-e]isoindole-6,8-dione(174676-68-7)

Safety Data

• Hazardous Substances Data: 174676-68-7(Hazardous Substances Data)

Upstream product

• 153615-76-0 N-phenyl-2-(phenylsulphinyl)maleimide 
• 174676-57-4 3-<1-(tert-butyldimethylsilyloxy)vin-1-yl>furan 
• 14313-09-8 3-acetylfuran 
• 103056-32-2 3-phenylthio-1-phenyl-1H-pyrrole-2,5-dione 
• 84649-32-1 α-(phenylthio)maleic anhydride 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 62-53-3 aniline 

Relevant articles and documents

Site selectivity of the diels-alder reactions of 3-[1-(tert-butyldimethylsilyloxy)vin-1-yl]furan and 3-(propen-2-yl)furan. Synthesis of 4-substituted benzofurans

The Diels-Alder reaction of 3-vinylfurans 5 and 27 with DMAD, N-phenylmaleimide, and dimethyl maleate afforded products derived both from addition to the furan ring diene system (intraannular addition) and to the furan 2,3-double bond 3-vinyl group diene system (extraannular addition). For example, compounds 6 and 7 were obtained from 5 and DMAD. In contrast, dienophiles containing a phenylsulfinyl group, such as 19-21, gave products derived exclusively from the extraannular reaction mode. These products are useful precursors of 4-substituted benzofurans, especially 4-hydroxybenzofurans.