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Efficient synthesis of N-alkyl-2,7-dihalocarbazoles by simultaneous carbazole ring closure and N-alkylation
- 1.0377087 - ÚMCH 2013 RIV GB eng J - Journal Article
Výprachtický, Drahomír - Kmínek, Ivan - Pokorná, Veronika - Cimrová, Věra
Efficient synthesis of N-alkyl-2,7-dihalocarbazoles by simultaneous carbazole ring closure and N-alkylation.
Tetrahedron. Roč. 68, č. 25 (2012), s. 5075-5080. ISSN 0040-4020. E-ISSN 1464-5416
R&D Projects: GA MŠMT(CZ) 1M06031; GA ČR GAP106/12/0827
Institutional research plan: CEZ:AV0Z40500505
Institutional support: RVO:61389013
Keywords : carbazole ring closure * carbazole alkylation * heterocycles
Subject RIV: JA - Electronics ; Optoelectronics, Electrical Engineering
Impact factor: 2.803, year: 2012
The N-alkyl-2,7-dihalocarbazole as the main product was formed by the reaction of 4,4′-dihalo-2-nitrobiphenyl with aromatic nitro compound and trialkyl phosphite. The presence and crucial role of aromatic nitro compound causes simultaneous carbazole ring closure and N-alkylation unlike the Cadogan ring closure where non-alkylated carbazole is formed as a main product. In addition, the mixture of aromatic nitro compound and trialkyl phosphite was found to be a possible N-alkylating agent for heterocycles, such as carbazole or indole.
Permanent Link: http://hdl.handle.net/11104/0209341
Number of the records: 1