“…Vol. 39 1,4-dimethyl-2,3-carbazolediester [15] under the same conditions gives a five-membered cyclization product, i.e,. the N-aminoimide 8 (Scheme 3) [16].…”
Section: Synthesis Of 3-aza-ellipticine Analogsmentioning
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“…Vol. 39 1,4-dimethyl-2,3-carbazolediester [15] under the same conditions gives a five-membered cyclization product, i.e,. the N-aminoimide 8 (Scheme 3) [16].…”
Section: Synthesis Of 3-aza-ellipticine Analogsmentioning
ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.
“…LiHMDS (0.125 , 6.3 mL, 0.79 mmol) was slowly added to a solution of 8a [41] (140 mg, 0.66 mmol) in dry THF (15 mL) at Ϫ20°C. After this had been heated for 20 min, PhSO 2 Cl (0.14 mL, 1.05 mmol) was added and the mixture was stirred overnight at Ϫ20°C.…”
We have modified Gribble's and Moody's approaches to ellipticines by introducing substituents into the 3,4-didehydropyridine dienophile to control the key cycloaddition step.A chloro substituent at position 2 improved the yields and the regioselectivities of the cycloadditions and the overall efficiency of the synthesis of ellipticine.
“…26,27 Diels-Alder reactions of pyranoindolones with dienophiles are often employed as a key reaction for the synthesis of fused carbazoles 28,29 e.g., access to the alkaloids carbazomycins A and B. 30 Previously, we described synthetic methodologies towards the synthesis of b-carbolinones based on the reactions of pyranoindolones with phenylhydrazine or benzoylhydrazine 31 or utilizing N,N 0 -disubstituted ureas (PhBr, reflux) 32 (Scheme 1).…”
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