Synthesis of 1-substituted 12-oxahexacyclo[7.2.1.02,8.03,7.04,11.06,10]dodecanes and their transformation into pentacyclo[6.3.0.02,6.03,10.05,9]undecane derivatives

Abstract

Syntheses of 8.0* 123'7.04,11.06,10]dodecanes and Their Transformation into Pentacyclo[

Untitled

“…As expected, attempts with K 2 CO 3 in MeOH [15] only resulted in the formation of a mixture of diastereoisomeric cyclopentanofurans 9, according to the mechanism shown in Scheme 2 for iodolactone 8b. The reaction of 8b, completed within 2 h at room temperature, led to a 7 : 3 mixture of 9a and 9b.…”

Bifunctional carbazole derivatives for simultaneous therapy and fluorescence imaging in prion disease murine cell models

“…Our synthetic route is depicted in Scheme 1 and starts with the nitration of carbazole with a 1:1 mixture of acetic and nitric acid to give 3,6-dinitrocarbazole 4 and 3nitrocarbazole 5 in moderate yields (20% of each compound). After separation, several literature methods for nitro reduction failed, but 4 was finally reduced in the presence of iron powder in a refluxing mixture of ethanol, water, acetic acid and 37% aqueous hydrochloric acid to give 6 in quantitative yield [38]. Compound 6 was then transformed into bis-halide 7 by double acylation with bromoacetyl bromide promoted by DMAP.…”