A New Synthesis of 2-Aminoindoles and 6-Aminopyrrolo[3,2-d]pyrimidines from π-Deficient 1,2-Dihaloarenes and Geminal Enediamines

Autor:	Pavel S. Lobanov, Maria S. Mishina, Alexander Yu. Ivanov, Dmitrii V. Dar'in
Rok vydání:	2016
Předmět:	010304 chemical physics Geminal 010405 organic chemistry Chemistry Stereochemistry Intramolecular force 0103 physical sciences Organic Chemistry Halogen Nucleophilic substitution 01 natural sciences Catalysis 0104 chemical sciences
Zdroj:	Synthesis. 48:2851-2862
ISSN:	1437-210X 0039-7881
Popis:	An efficient approach for the synthesis of fused 2-aminopyrroles via geminal enediamines and π-deficient 1,2-dihaloarenes is presented. The two-step methodology includes aromatic nucleophilic substitution of the activated halogen of dihaloarene with enediamine C-nucleophilic center followed by Cu-catalyzed intramolecular N-arylation. This approach allows access to a variety of 2-amino-6-nitroindoles and 6-aminopyrrolo[3,2-d]pyrimidines (including N-mono- and N,N-disubstituted) in moderate and good yields under mild conditions.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::7d4f1652fb045b47634ec19551375f3b https://doi.org/10.1055/s-0035-1561645 Zobrazit plný text záznamu