2.3- Benzodioxin-1,4-dione

MDL 73005 = 8,2 (2,3-dihydro-l,4-benzodioxin-2yl) methylamino-ethyl-8-azaspirol (4,5) decan-7,9-dione NAN 190 = l-(2-methoxyphenyl) 4-(4(2-phthalimido)entyl-piperazine)... 

The double )5-scission pathway becomes dominant in bicyclic systems (Equations (7)-(9) and Scheme 13). Thus, cyclopentene ozonide (69) gives cyclopropane (Equation (7)) <68TL329l>. Photolysis of the ozonide derived from 1,4-benzodioxins (70) provides a method for the preparation of labile o-benzoquinones (71) (Scheme 13) <87JOC56l6>. Photolysis can also provide a route to unstable compounds and transient species such as the aziridine-2,3-dione (72) (Equation (8)), identified at 77 K using infrared spectroscopy <80JA6902>. Relatively unstable azacarbapenems (73) have been prepared by photolysis of tricyclic compounds containing a cyclobutene ozonide (Equation (9)). On silica, the 1,2,4-trithiolane (74) underwent photo-equilibration (Equation (10)) with the 1,3-dithetane (75) and sulfur. 

A l,3-benzodioxin-2,4-dione containing an anhydride and a carbonate moiety was used for the preparation of biologically active compounds. It was reacted with 3-bromoaniline in such a way that the amino group attacks the anhydride moiety to give the carbamate rather than the expected amide (Equation 21) <2004JME6948>. 

Unsubstituted 1,4-benzodioxins are also lithiated at C-2 and these react accordingly.217 1,4-Dioxan-2,5-dione was converted... 

Tetrahydrocitronellene, see D-20230 Tetrahydrocolumbamine, see 1-10029 Tetrahydrocortisol, in T-20083 5,6,6a,14 -Tetrahydro-5,6-dihydroxy-3,10-bis(2-phenylcthyl)-l //,12//-[1] benzopyrano[7,6-/)Jpyrano[3,2-/][ 1,4] benzodioxin-1,12-dione, T-10026 7-[Tetrahydro-4,6-dihydroxy-2-(3-hydroxy-l-octenyl)-2//-pyran-3-yl]-5-heptcnoic acid, AW T-10086... 

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