Direct formation of 4,5-disubstituted carbazoles via regioselective dilithiation
نویسندگان
چکیده
منابع مشابه
Regioselective synthesis of 1,4-disubstituted imidazoles.
A short and efficient synthesis of 1,4-disubstituted imidazoles has been developed which provides the desired products with complete regioselectivity. This protocol allows preparation of compounds which are challenging to prepare by current literature methods in a regioselective fashion, a sterically and electronically diverse range of N-substituents being accessible. The sequence involves an u...
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The reaction of 1-alkynes with acyl azides in the presence of [Tpm(*,Br)Cu(NCMe)]BF(4) [Tpm(*,Br) = tris(3,5-dimethyl-4-bromopyrazolyl)methane] as the catalyst provides 2,5-oxazoles in moderate to high yields. This is a novel transformation of the CuAAC type that constitutes a significant variation of the commonly observed [3 + 2] cycloaddition reaction to yield 1,2,3-triazoles.
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The regioselective Stille cross-coupling reactions of 3-tri-n-butylstannyl-1-trimethylsilyl-1-propyne demonstrate isomerization following the initial transmetalation step resulting in allenyl palladium intermediates for reductive coupling to yield conjugated 1,1-disubstituted allenylsilanes.
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Cu(II)-catalyzed cross-coupling of various aryl boronic acids with 5 and 6-amino indazoles has resulted in (arylamino)-indazoles. These (arylamino)-indazoles have been utilized in synthesizing medicinally important pyrazole-fused carbazoles via Pd(II)-catalyzed cross-dehydrogenative coupling (CDC). This combined N-arylation/C-H arylation strategy has been successfully applied to the regioselect...
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A general and efficient synthesis of 4,9-dihydro-1H-carbazoles from 3-allenylmethylindoles is reported. The process, catalyzed by a cationic gold(I) complex, involves a formal C2-H bond activation of the indole unit by reaction with the allene. The nature of the substituents at the allylic and terminal positions of the allene moiety has a crucial effect on the regioselectivity of the cyclizatio...
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ژورنال
عنوان ژورنال: Chemical Communications
سال: 2021
ISSN: 1359-7345,1364-548X
DOI: 10.1039/d1cc02892h