Mass, Olga; Lindsey, Jonathan S. published the artcile< A trans-AB-Bacteriochlorin Building Block>, Recommanded Product: 2,2-Diethoxyacetonitrile, the main research area is bacteriochlorin preparation dihydrodipyrrin self condensation bromination.
Synthetic bacteriochlorins are of interest for fundamental studies in photochem. because of their strong absorption in the near-IR spectral region and close similarity with natural bacteriochlorophylls. A de novo route to 5-methoxybacteriochlorins entails self-condensation of a dihydrodipyrrin-acetal, which in turn is prepared from a 2-(2-nitroethyl)pyrrole species and an α,β-unsaturated ketone-acetal (e.g., 1,1-dimethoxy-4-methylpent-3-en-2-one). Here, four new results are reported concerning the synthesis of substituted bacteriochlorins. First, a new, scalable route to 1,1-dimethoxy-4-methylpent-3-en-2-one removes a significant previous impediment to the overall route. Second, the new route was employed to gain access to new α,β-unsaturated ketones and corresponding dihydrodipyrrins bearing alternative substituents in place of the dimethoxy unit. Third, a dihydrodipyrrin bearing a 1,3-dioxolan-2-yl moiety afforded the bacteriochlorin (30% yield) containing a 2-hydroxyethoxy substituent at the 5-position. Fourth, subsequent bromination proceeded regioselectively at the 15-position to give a trans-(5,15)-AB-bacteriochlorin building block I. The linear 5,15-substitution pattern is attractive for a number of mol. designs. The results taken together afford deeper understanding of the scope and limitations of the de novo route and also advance the capabilities for tailoring synthetic bacteriochlorins.
Journal of Organic Chemistry published new progress about Autocondensation reaction. 6136-93-2 belongs to class nitriles-buliding-blocks, and the molecular formula is C6H11NO2, Recommanded Product: 2,2-Diethoxyacetonitrile.
Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts